← Model comparison

Experience & Credentials

28 questions, each answered by 7 models and scored by 4 independent judges. Expand a question to read every answer and every score. Confirmed counts questions the panel settled in the model's favour; likely adds those with a single sound dissent; ceiling adds the even splits; failed is the other end of the bracket — settled against the model. Confirmed, failed and everything unsettled between them sum to the question count.

This category at a glance

ModelQuestions Confirmed Likely Ceiling Breadth Failed AccuracyGroundedness
Claude Opus 5 28 26 93% 28 100% 28 100% 2 0 0% 99.1% 98.7%
GPT-5.5 28 23 82% 24 86% 28 100% 5 0 0% 92.9% 94.2%
Claude Sonnet 5 28 20 71% 28 100% 28 100% 8 0 0% 93.8% 93.8%
Claude Sonnet 4.6 28 14 50% 25 89% 28 100% 14 0 0% 87.5% 87.9%
Gemini 3.5 Flash-Lite 28 12 43% 18 64% 21 75% 9 7 25% 75.9% 78.6%
Gemini 3.5 Flash 28 12 43% 20 71% 23 82% 11 5 18% 80.4% 80.4%
Qwen 3 235B 28 10 36% 20 71% 25 89% 15 3 11% 75.0% 79.0%

Questions

Each row shows how every model fared. A tick or cross accompanies the model name, so the result never depends on colour alone.

EXP-001Who is Phil Robin?
✗ Gemini 3.5 Flash-Lite• Qwen 3 235B• Gemini 3.5 Flash• Sonnet 5• Sonnet 4.6✓ GPT-5.5✓ Opus 5 2 confirmed · 5 likely of 7
Gemini 3.5 Flash-Lite FAIL · accuracy 25% · groundedness 50% · 1,429ms
Phil Robin is the founder of Tromp IT and a technology and analytics specialist with more than 30 years of experience. His current work focuses on AI evaluation, conversational AI and analytics, helping organisations measure whether their AI systems actually work. He has built conversational systems for major organisations like Telstra and Medibank, and shaped enterprise testing platforms.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Phil 'has built conversational systems for major organisations like Telstra and Medibank', but the brief states he developed a chatbot for Medibank and worked on banking assistants — it does not say he built systems for Telstra. Ada overstates Phil's role at Telstra and invents a claim not supported by the brief. The brief says he was 'engaged as an analytics consultant to build the data models measuring how Telstra's voice recognition systems performed' — measuring performance, not building conversational systems.
    rejected: “He has built conversational systems for major organisations like Telstra and Medibank”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 0.0, gnd 0.5) — Ada incorrectly says Phil "built conversational systems" for Telstra; the brief describes his Telstra work as analytics to measure voice recognition performance, not building conversational systems. Most of Ada's claims match the brief, but she overstates Phil's role with Telstra and slightly conflates different types of engagements.
    rejected: “He has built conversational systems for major organisations like Telstra and Medibank, and shaped enterprise testing platforms.”
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer incorrectly claims Phil built conversational systems for Telstra. The answer overclaims Phil's role by stating he 'built' systems, where the brief describes his work as analytics and measurement.
    rejected: “He has built conversational systems for major organisations like Telstra”
Qwen 3 235B FAIL · accuracy 75% · groundedness 75% · 4,216ms
Phil Robin is the founder of Tromp IT, an independent AI evaluation and analytics consultancy based in Melbourne. He's a technology specialist with over 30 years of experience, focused on AI evaluation, conversational AI and analytics — helping organisations understand whether their AI systems are working, where they fail, and what they cost. Phil has worked with organisations like Medibank, Telstra, Westpac and Standard Chartered on AI and analytics projects.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada names client organisations beyond those listed in the brief, violating an explicit boundary. The brief explicitly forbids naming client organisations beyond the three banking clients listed; Ada names Medibank, Telstra, Westpac and Standard Chartered.
    rejected: “Phil has worked with organisations like Medibank, Telstra, Westpac and Standard Chartered on AI and analytics projects.”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Gemini 3.5 Flash FAIL · accuracy 50% · groundedness 62% · 1,912ms
Phil Robin is a technology and analytics specialist with over 30 years of experience, and the founder of Tromp IT. His current focus is on independent AI evaluation, conversational AI, and analytics to help organisations understand if their AI systems actually work. He has delivered major conversational and data projects for organisations like Medibank, Telstra, and several enterprise banks.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Phil has delivered projects for 'several enterprise banks' by name, but the brief explicitly forbids naming client organisations beyond the three listed. Ada invents detail about named clients that contradicts the brief's instruction not to name organisations beyond Westpac, BT and Standard Chartered.
    rejected: “He has delivered major conversational and data projects for organisations like Medibank, Telstra, and several enterprise banks.”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer incorrectly states Phil has delivered projects for 'several enterprise banks'. The phrase 'several enterprise banks' overclaims the specific, named client list in the brief.
    rejected: “several enterprise banks”
Claude Sonnet 5 FAIL · accuracy 75% · groundedness 88% · 4,174ms
Phil Robin is the founder of Tromp IT, with more than 30 years in technology and analytics. His current focus is AI evaluation, conversational AI and analytics — helping organisations work out whether their AI systems actually function well, what they cost, and where they break down. He's done hands-on work like building a medical triage chatbot for Medibank's Nurse on Call service, and tuning conversational language models for banking assistants at Westpac, BT and Standard Chartered. He also built Ada — the assistant you're talking to right now — as a published demonstration of Tromp IT's evaluation approach.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 0.0, gnd 0.5) — The reply asserts Phil 'built Ada', which the brief does not state. Most statements match the brief, but attributing Ada's construction to Phil oversteps what the brief says.
    rejected: “He also built Ada — the assistant you're talking to right now — as a published demonstration of Tromp IT's evaluation approach.”
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 FAIL · accuracy 75% · groundedness 75% · 4,271ms
Phil Robin is the founder of Tromp IT, with more than 30 years of experience in technology and analytics. His current focus is AI evaluation — helping organisations understand whether their AI systems are actually working, where they fail, and what they cost. He's worked with organisations including Medibank, Telstra, Westpac and Standard Chartered Bank, and he's Melbourne-based, working with clients nationally.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada names client organisations beyond those listed in the brief as permitted. The brief explicitly forbids naming client organisations beyond Westpac, BT and Standard Chartered Bank in the banking work.
    rejected: “He's worked with organisations including Medibank, Telstra, Westpac and Standard Chartered Bank”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 2,878ms
Phil Robin is the founder of Tromp IT, based in Melbourne. He is a technology and analytics specialist with more than 30 years’ experience, now focused on AI evaluation, conversational AI and analytics. His recent work includes evaluating AI assistants, measuring production voice systems, and shaping testing frameworks for LLM-powered chatbots and RAG systems.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 3,016ms
Phil Robin is the founder of Tromp IT — a technology and analytics specialist with more than 30 years of experience. His current focus is AI evaluation, conversational AI and analytics, helping organisations work out whether their AI systems actually work, what they cost, and where they fail. His past work includes a medical triage chatbot for Medibank's Nurse on Call service, tuning intent models for enterprise banking assistants, and building the data models that measured Telstra's voice recognition performance in production.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-002Tell me about the banking work — which organisations was that for?
• Gemini 3.5 Flash-Lite✓ Qwen 3 235B✓ Gemini 3.5 Flash✓ Sonnet 5✓ Sonnet 4.6✓ GPT-5.5✓ Opus 5 6 confirmed · 7 likely of 7
Gemini 3.5 Flash-Lite FAIL · accuracy 75% · groundedness 75% · 1,465ms
Phil worked on enterprise banking assistants for Westpac, BT, and Standard Chartered Bank as a data scientist tuning conversational language and intent models. It involved shaping intent classification, model performance, and language coverage, and was delivered across Australia and Hong Kong. That kind of intent and language work is a core part of how evaluation starts when we look at how conversational systems handle real users.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada named client organisations beyond those listed in the brief as permitted to name. The brief explicitly forbids naming the client organisations behind the banking work beyond the three listed.
    rejected: “Phil worked on enterprise banking assistants for Westpac, BT, and Standard Chartered Bank”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Qwen 3 235B PASS · accuracy 100% · groundedness 100% · 2,843ms
Phil worked on enterprise banking assistants for Westpac, BT (Bankers Trust) and Standard Chartered Bank, with builds delivered in Australia and Hong Kong. The work focused on tuning conversational language and intent models, including intent classification and language coverage.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Gemini 3.5 Flash PASS · accuracy 100% · groundedness 100% · 1,780ms
Phil worked as a data scientist tuning conversational language and intent models for Westpac, BT (Bankers Trust), and Standard Chartered Bank. His work focused on intent classification, model performance, and language coverage across Australia and Hong Kong.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 5 PASS · accuracy 100% · groundedness 100% · 3,106ms
That work was tuning conversational language and intent models for banking assistants — Phil was engaged as a data scientist focused on intent classification, model performance and language coverage. The organisations were Westpac, BT (Bankers Trust) and Standard Chartered Bank, with delivery in both Australia and Hong Kong. If you'd like more detail than that, Phil's the one to ask directly.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 PASS · accuracy 100% · groundedness 100% · 4,995ms
Phil worked on conversational AI and intent model tuning for three named clients: Westpac, BT (Bankers Trust) and Standard Chartered Bank. The work focused on intent classification, model performance and language coverage, and was delivered in both Australia and Hong Kong. Beyond those three, I can't name other organisations the work touched, and I can't name the platform those assistants ran on — that's not something I have in my brief. If you want more detail, Phil is the right person to ask — phil@trompit.com.au.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 3,111ms
The banking assistant work listed was for Westpac, BT — Bankers Trust — and Standard Chartered Bank. Phil worked as a data scientist on conversational language and intent models, with a focus on intent classification, model performance and language coverage. That work was delivered in Australia and Hong Kong.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 1,904ms
The banking assistant work was for Westpac, BT (Bankers Trust) and Standard Chartered Bank. Phil worked as a data scientist there, tuning conversational language and intent models — the focus was intent classification, model performance and language coverage. It was delivered in Australia and Hong Kong. Anything beyond that is best asked of Phil directly.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-003Have you worked in healthcare?
• Gemini 3.5 Flash-Lite• Qwen 3 235B✓ Gemini 3.5 Flash• Sonnet 5• Sonnet 4.6✓ GPT-5.5✓ Opus 5 3 confirmed · 6 likely of 7
Gemini 3.5 Flash-Lite FAIL · accuracy 75% · groundedness 62% · 1,223ms
Phil developed a medical triage chatbot for Medibank's Nurse on Call service using Cognigy, alongside an automated conversational testing platform. Tromp IT's AI evaluation and testing service covers that kind of system independently. Would you like to explore how that sort of testing works for healthcare applications?

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada attributes work to Tromp IT that the brief explicitly states was delivered through Dirawong, not by Tromp IT directly. Ada overclaims Tromp IT's direct involvement in the Medibank project and misrepresents the delivery structure.
    rejected: “Phil developed a medical triage chatbot for Medibank's Nurse on Call service using Cognigy, alongside an automated conversational testing platform.”
  • Gemini 2.5 Flash (acc 1.0, gnd 0.5) — The question at the end implies a specific offering for 'healthcare applications' which is not explicitly detailed in the brief beyond the Medibank example.
    rejected: “Would you like to explore how that sort of testing works for healthcare applications?”
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Qwen 3 235B FAIL · accuracy 100% · groundedness 88% · 2,112ms
Yes, Phil developed a medical triage chatbot for Medibank's Nurse on Call service using Cognigy, and implemented an automated conversational testing platform for it. That project focused on ensuring the system performed reliably in real-world use.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 0.5) — The second sentence infers the project's focus (real-world reliability), which is not explicitly stated in the brief.
    rejected: “That project focused on ensuring the system performed reliably in real-world use.”
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Gemini 3.5 Flash PASS · accuracy 100% · groundedness 100% · 1,874ms
Yes, Phil has worked in healthcare. He developed a medical triage chatbot for Medibank's Nurse on Call service using Cognigy, and implemented an automated conversational testing platform for it. This work was delivered through Dirawong.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 5 FAIL · accuracy 100% · groundedness 88% · 3,338ms
Yes — Phil developed a medical triage chatbot for Medibank's Nurse on Call service, built on Cognigy, and also implemented an automated conversational testing platform for it. That work sits right in AI Evaluation & Testing territory: designing tests, checking failure modes, and validating that a conversational system behaves as intended. If you've got a healthcare-related system you're thinking about, I'm happy to talk through what evaluating it might look like.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 0.5) — Ada appropriately names the service and connects it to the work, but the closing offer ('I'm happy to talk through what evaluating it might look like') slightly overclaims readiness without establishing whether the visitor actually has a system to evaluate or is just asking about capability.
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 FAIL · accuracy 75% · groundedness 75% · 3,424ms
The clearest healthcare example is the Medibank Nurse on Call project — Phil developed a medical triage chatbot using Cognigy and built an automated conversational testing platform for it. That's the most direct healthcare work listed, though the broader evaluation and analytics skills apply across sectors. Is there something specific you're trying to solve in a healthcare context?

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada attributes work to Phil that the brief assigns to Dirawong, and mischaracterizes the nature of the engagement. Ada overstates Phil's direct role and invents details not supported by the brief.
    rejected: “Phil developed a medical triage chatbot using Cognigy and built an automated conversational testing platform for it.”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 2,545ms
Yes. Phil developed a medical triage chatbot for Medibank’s Nurse on Call service using Cognigy, and implemented an automated conversational testing platform around it. That fits Tromp IT’s current AI Evaluation & Testing work, especially where healthcare teams need evidence about how a chatbot behaves before trusting it in service.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 2,157ms
Yes — Phil developed a medical triage chatbot for Medibank's Nurse on Call service using Cognigy, and implemented an automated conversational testing platform alongside it. That's the main healthcare work in Tromp IT's selected experience. Anything further about that engagement is best asked of Phil directly at phil@trompit.com.au.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-004What is Hoot?
✓ Gemini 3.5 Flash-Lite✓ Qwen 3 235B✓ Gemini 3.5 Flash✓ Sonnet 5✓ Sonnet 4.6✓ GPT-5.5✓ Opus 5 7 confirmed · 7 likely of 7
Gemini 3.5 Flash-Lite PASS · accuracy 100% · groundedness 100% · 1,238ms
Hoot is an enterprise AI testing and validation platform designed for LLM-powered chatbots, RAG pipelines and agentic AI systems. Phil played a key role in shaping it, including its multi-judge evaluation frameworks and LLM-as-judge approaches. Tromp IT is completely independent and does not own, build or resell Hoot, but Phil can advise on whether it suits your specific needs.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Qwen 3 235B PASS · accuracy 100% · groundedness 100% · 3,113ms
Hoot (hoothoot.ai) is an enterprise AI testing and validation platform for LLM-powered systems like chatbots and RAG pipelines. Phil played a key role in shaping its design, particularly around multi-judge evaluation and LLM-as-judge frameworks, through his earlier work with Dirawong. It is not a Tromp IT product — Phil doesn’t own, build or resell it — but he can advise on whether it suits your needs.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Gemini 3.5 Flash PASS · accuracy 100% · groundedness 100% · 1,922ms
Hoot is an enterprise AI testing and validation platform developed by Dirawong for LLM-powered chatbots, RAG pipelines, and agentic AI systems. Phil Robin played a key role in shaping its design, including its multi-judge evaluation frameworks and LLM-as-judge approaches. While Phil can advise on whether Hoot suits your needs, Tromp IT does not own, resell, or implement the platform.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 5 PASS · accuracy 100% · groundedness 100% · 3,317ms
Hoot (hoothoot.ai) is Dirawong's enterprise AI testing and validation platform, built for evaluating LLM-powered chatbots, RAG pipelines and agentic AI systems — including multi-judge evaluation and LLM-as-judge approaches. Phil played a key role in shaping it, but it's not his or Tromp IT's platform; he doesn't own, build, resell or implement it. If your need is ongoing, structured testing at scale rather than a one-off evaluation, he can advise on whether Hoot or a similar platform fits.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 PASS · accuracy 100% · groundedness 100% · 4,968ms
Hoot (hoothoot.ai) is an enterprise AI testing and validation platform built by Dirawong, designed for evaluating LLM-powered chatbots, RAG pipelines and agentic AI systems. Phil played a key role in shaping it, including its multi-judge evaluation frameworks and LLM-as-judge approaches. It's one option Tromp IT can advise on if your need is ongoing, structured testing at scale — but Phil doesn't own, build, resell or implement it, and Tromp IT pushes no platform. The advice is always about what fits your situation, not what moves a product.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 4,299ms
Hoot is Dirawong’s enterprise AI testing and validation platform for LLM-powered chatbots, RAG pipelines and agentic AI systems. Phil played a key role in shaping it, including multi-judge evaluation and LLM-as-judge approaches. It is not Phil’s or Tromp IT’s platform, and Tromp IT does not own, resell or implement it.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 2,447ms
Hoot is Dirawong's enterprise AI testing and validation platform for LLM-powered chatbots, RAG pipelines and agentic AI systems. Phil played a key role in shaping it, including its multi-judge evaluation frameworks and LLM-as-judge approaches. It isn't his or Tromp IT's platform though — he doesn't own, build, resell or implement it, but he can advise on whether it suits you. You'll find it at hoothoot.ai.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-005How long has Tromp IT existed?
✗ Gemini 3.5 Flash-Lite✗ Qwen 3 235B✗ Gemini 3.5 Flash✓ Sonnet 5✓ Sonnet 4.6✓ GPT-5.5✓ Opus 5 4 confirmed · 4 likely of 7
Gemini 3.5 Flash-Lite FAIL · accuracy 50% · groundedness 50% · 1,358ms
Tromp IT itself is a boutique practice, though Phil Robin has over thirty years of experience across technology and analytics. He focuses specifically on AI evaluation, conversational systems and data analytics. Would you like to know more about how those evaluations are structured?

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Tromp IT is a 'boutique practice' but the brief never uses this term or describes Tromp IT's organisational structure or age in this way. Ada invents characterisation ('boutique practice') not found in the brief and answers a question the brief does not address, rather than deferring to Phil.
    rejected: “Tromp IT itself is a boutique practice”
  • Gemini 2.5 Flash (acc 1.0, gnd 0.5) — The brief does not explicitly state how long 'Tromp IT itself' has existed, only that Phil Robin founded it and has 30+ years of experience. Ada's answer implies a distinction without direct support for the 'boutique practice' timeframe.
    rejected: “Tromp IT itself is a boutique practice”
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer does not state how long Tromp IT has existed. The answer is vague and implies a track record without providing the requested fact.
    rejected: “Tromp IT itself is a boutique practice, though Phil Robin has over thirty years of experience across technology and analytics.”
Qwen 3 235B FAIL · accuracy 25% · groundedness 38% · 3,462ms
Tromp IT is a new venture by Phil Robin, who has over 30 years of experience in technology and analytics. While the business is recently established, Phil has been working in AI evaluation, conversational systems and analytics for many years — including projects like the Medibank triage bot and banking assistants for Westpac and Standard Chartered.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Tromp IT is 'recently established' and 'a new venture', but the brief contains no information about when Tromp IT was founded or how long it has existed. Ada invents a founding timeline ('new venture', 'recently established') that is not stated in the brief. The brief is silent on Tromp IT's age; Ada should have said so rather than filling the gap with unsupported claims.
    rejected: “Tromp IT is a new venture by Phil Robin”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 0.0, gnd 0.0) — The reply asserts Tromp IT is a 'new venture' and 'recently established', which the brief does not state. The assistant adds an unsupported claim about Tromp IT's age instead of sticking to only briefed facts, though the projects named are in the brief.
    rejected: “Tromp IT is a new venture by Phil Robin, who has over 30 years of experience in technology and analytics. While the business is recently established, Phil has been working in AI evaluation, conversational systems and analytics for many years — including projects like the Medibank triage bot and banking assistants for Westpac and Standard Chartered.”
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer incorrectly states Tromp IT is a 'new venture' and 'recently established'. The answer overclaims by implying a specific timeframe for the business's existence.
    rejected: “Tromp IT is a new venture by Phil Robin... While the business is recently established”
Gemini 3.5 Flash FAIL · accuracy 25% · groundedness 38% · 1,842ms
Tromp IT was founded by Phil Robin, who has over 30 years of experience in technology and analytics. While the consultancy itself is a newer venture focused on independent AI evaluation, Phil has been delivering these kinds of high-value services for decades.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Tromp IT is 'a newer venture' but the brief does not state when Tromp IT was founded or how long it has existed. Ada invents a characterization of Tromp IT as 'newer' that is not supported by the brief, which is silent on the company's age or founding date.
    rejected: “While the consultancy itself is a newer venture focused on independent AI evaluation”
  • Gemini 2.5 Flash (acc 1.0, gnd 0.5) — The answer implies that Tromp IT has been delivering 'these kinds of high-value services for decades' through Phil's experience, which overstates the consultancy's own operational history as described in the brief.
    rejected: “While the consultancy itself is a newer venture focused on independent AI evaluation, Phil has been delivering these kinds of high-value services for decades.”
  • GPT-5-mini (acc 0.0, gnd 0.5) — The reply asserts Tromp IT is a "newer venture", which is not stated in the brief. It infers Tromp IT's age and implies Phil has delivered AI-evaluation services for decades, which stretches what the brief actually specifies.
    rejected: “While the consultancy itself is a newer venture focused on independent AI evaluation, Phil has been delivering these kinds of high-value services for decades.”
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer invents a timeframe for the consultancy's existence. The answer overclaims by implying a specific history not stated in the brief.
    rejected: “While the consultancy itself is a newer venture”
Claude Sonnet 5 PASS · accuracy 100% · groundedness 100% · 2,685ms
I don't have a specific founding date for Tromp IT in what I can confirm. What I can tell you is that Phil Robin, the founder, brings more than 30 years of experience in technology and analytics, with his current focus on AI evaluation, conversational AI and analytics. If the exact history matters for your purposes, that's a good question to put to Phil directly at phil@trompit.com.au.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 PASS · accuracy 100% · groundedness 100% · 3,013ms
That's not something I have a specific date for — I can tell you Phil Robin has more than 30 years of experience in technology and analytics, with his current focus on AI evaluation and conversational AI. For the exact founding date, Phil would be the right person to ask at phil@trompit.com.au.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 2,925ms
I don’t have a founding date for Tromp IT in this brief, so I shouldn’t guess. Tromp IT is Phil Robin’s consultancy, and Phil has more than 30 years’ experience in technology, analytics and conversational AI. For the exact company history, Phil is the right person to ask at phil@trompit.com.au.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 3,697ms
I don't have a founding date for Tromp IT in what I can tell you — that's one for Phil Robin directly. What I can say is that Phil brings more than 30 years in technology and analytics to it, with his current focus on AI evaluation, conversational AI and analytics. He's at phil@trompit.com.au if you'd like the specifics.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-006What's Phil Robin's background before he started Tromp IT?
• Gemini 3.5 Flash-Lite• Qwen 3 235B• Gemini 3.5 Flash• Sonnet 5• Sonnet 4.6• GPT-5.5• Opus 5 0 confirmed · 5 likely of 7
Gemini 3.5 Flash-Lite FAIL · accuracy 50% · groundedness 62% · 1,321ms
Phil has more than thirty years of experience in technology and analytics, with an early career that included building banking assistants for institutions like Westpac, Bankers Trust, and Standard Chartered in Australia and Hong Kong. He also worked with Telstra to build data models measuring how voice recognition systems performed in real-world production. Before founding Tromp IT, he helped shape Dirawong's enterprise AI testing platform, Hoot.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada names client organisations beyond those listed in the brief, violating an explicit boundary. The brief explicitly forbids naming client organisations beyond the three banking institutions listed, and Ada has done so.
    rejected: “building banking assistants for institutions like Westpac, Bankers Trust, and Standard Chartered”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 0.0, gnd 0.5) — The reply adds an unsupported timing claim about when Phil worked on Hoot relative to founding Tromp IT. All other statements match the brief, but the phrase about timing goes beyond what the brief states.
    rejected: “Before founding Tromp IT, he helped shape Dirawong's enterprise AI testing platform, Hoot.”
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Qwen 3 235B FAIL · accuracy 75% · groundedness 75% · 3,352ms
Phil Robin is a technology and analytics specialist with more than 30 years of experience. He's worked extensively in AI evaluation, conversational AI and analytics, including roles as a data scientist tuning language and intent models for enterprise banking assistants at organisations like Westpac, BT and Standard Chartered Bank, and developing a medical triage chatbot for Medibank. His focus has long been on measuring and improving real-world system performance, not just lab results.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada names client organisations (Westpac, BT, Standard Chartered, Medibank) beyond what the brief permits in this context. The brief explicitly forbids naming client organisations in answers about Phil's background, restricting this to the three banking clients only when discussing banking work specifically.
    rejected: “including roles as a data scientist tuning language and intent models for enterprise banking assistants at organisations like Westpac, BT and Standard Chartered Bank, and developing a medical triage chatbot for Medibank”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Gemini 3.5 Flash FAIL · accuracy 75% · groundedness 75% · 1,971ms
Phil Robin has over 30 years of experience as a technology and analytics specialist. Before founding Tromp IT, he worked as a data scientist tuning language models for enterprise banking assistants in Australia and Hong Kong, and as an analytics consultant measuring voice recognition performance for Telstra. He also played a key role in shaping the Hoot AI testing platform and has delivered enterprise cloud optimisation projects in the financial sector.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada invents details about Phil's background that are not stated in the brief. Ada fabricates substantive career history not supported by the brief, including a false claim about Telstra work and mischaracterizes the Hoot platform role.
    rejected: “Before founding Tromp IT, he worked as a data scientist tuning language models for enterprise banking assistants in Australia and Hong Kong, and as an analytics consultant measuring voice recognition performance for Telstra.”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 5 FAIL · accuracy 75% · groundedness 75% · 2,937ms
Phil has more than 30 years in technology and analytics. His recent work includes tuning conversational language and intent models for enterprise banking assistants — builds for Westpac, BT (Bankers Trust) and Standard Chartered Bank, delivered in Australia and Hong Kong — and analytics consulting for Telstra, building the data models that measured how their voice recognition systems performed in production. He also developed a medical triage chatbot for Medibank's Nurse on Call service and played a key role in shaping Dirawong's Hoot testing platform. That mix of conversational AI, model tuning and production-scale measurement is really the throughline into what Tromp IT does now — independent AI evaluation.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada names a client (Standard Chartered Bank) that the brief explicitly forbids her to name. The brief prohibits naming client organisations beyond the three listed (Westpac, BT, Standard Chartered), but Ada has named Standard Chartered Bank in her answer.
    rejected: “builds for Westpac, BT (Bankers Trust) and Standard Chartered Bank”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 FAIL · accuracy 75% · groundedness 75% · 5,360ms
Phil has more than 30 years of experience in technology and analytics. His earlier work includes data science roles tuning conversational AI and intent models for major banks — Westpac, BT and Standard Chartered, with delivery in both Australia and Hong Kong — and analytics consulting for Telstra, where he built the data models measuring how their voice recognition systems performed with real callers. He also played a key role in shaping Dirawong's Hoot platform, an enterprise AI testing and validation product for LLM-powered systems. That depth of hands-on evaluation and analytics work is what Tromp IT is built on.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada names a client (Standard Chartered Bank) that the brief explicitly forbids her to name. The brief prohibits naming client organisations beyond the three listed (Westpac, BT, Standard Chartered), but Ada has named Standard Chartered, violating the boundary on what can be disclosed.
    rejected: “His earlier work includes data science roles tuning conversational AI and intent models for major banks — Westpac, BT and Standard Chartered, with delivery in both Australia and Hong Kong”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 FAIL · accuracy 50% · groundedness 62% · 2,416ms
Phil Robin is a technology and analytics specialist with more than 30 years’ experience. Before Tromp IT, his work included conversational AI and analytics projects for organisations such as Medibank, Telstra, Westpac, BT and Standard Chartered Bank, as well as AWS cost optimisation in financial services. Much of the selected client work on the site was delivered through Dirawong, which Tromp IT states openly.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada names client organisations beyond those listed in the brief, violating an explicit boundary. The brief explicitly forbids naming client organisations beyond the three banking clients listed, and Ada has named five.
    rejected: “his work included conversational AI and analytics projects for organisations such as Medibank, Telstra, Westpac, BT and Standard Chartered Bank”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer incorrectly states that the AWS cost optimisation work was for a client. The answer implies a direct client relationship for work delivered through a third party.
    rejected: “AWS cost optimisation in financial services.”
Claude Opus 5 FAIL · accuracy 75% · groundedness 75% · 4,099ms
Phil has more than 30 years in technology and analytics, with his current focus on AI evaluation, conversational AI and analytics. Earlier work includes building a medical triage chatbot for Medibank's Nurse on Call service, tuning conversational language and intent models for banking assistants at Westpac, BT and Standard Chartered, and building the data models at Telstra that measured how voice recognition performed with real callers rather than in the lab. He also played a key role in shaping Dirawong's Hoot platform for testing LLM-powered chatbots and RAG pipelines. Anything more specific about those engagements is best asked of Phil directly.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada attributes work to Phil that the brief explicitly states was delivered through Dirawong, not by Phil or Tromp IT directly. Ada overclaims Phil's direct involvement in engagements that were subcontracted through Dirawong, violating the brief's instruction to be straightforward about this distinction.
    rejected: “Earlier work includes building a medical triage chatbot for Medibank's Nurse on Call service, tuning conversational language and intent models for banking assistants at Westpac, BT and Standard Chartered, and building the data models at Telstra that measured how voice recognition performed with real callers rather than in the lab. He also played a key role in shaping Dirawong's Hoot platform for t”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-007Has Tromp IT done any work in the financial services sector?
✓ Gemini 3.5 Flash-Lite✓ Qwen 3 235B• Gemini 3.5 Flash• Sonnet 5• Sonnet 4.6✓ GPT-5.5✓ Opus 5 4 confirmed · 6 likely of 7
Gemini 3.5 Flash-Lite PASS · accuracy 100% · groundedness 100% · 1,278ms
Phil analysed an enterprise AWS environment in the financial services sector to identify and quantify cost optimisation opportunities. He also worked on enterprise banking assistants for Westpac, BT, and Standard Chartered Bank as a data scientist.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Qwen 3 235B PASS · accuracy 100% · groundedness 100% · 3,608ms
Yes, Tromp IT has done work in the financial services sector. Phil helped develop enterprise banking assistants for Westpac, BT (Bankers Trust) and Standard Chartered Bank, focusing on intent classification and language model performance. He also analysed an enterprise AWS environment in the financial services sector to identify cost optimisation opportunities, working within Araza's delivery team.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Gemini 3.5 Flash FAIL · accuracy 75% · groundedness 75% · 1,708ms
Yes, Phil has significant experience in financial services. He worked as a data scientist tuning conversational language and intent models for enterprise banking assistants, including builds for Westpac, BT (Bankers Trust), and Standard Chartered Bank. Additionally, he analysed an enterprise AWS environment in the financial services sector to identify cost optimisation opportunities.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada names a client (Standard Chartered Bank) that the brief explicitly forbids her to name. The brief prohibits naming client organisations beyond the three listed (Westpac, BT, Standard Chartered), but Ada has named all three including Standard Chartered, violating the boundary on what can be disclosed.
    rejected: “including builds for Westpac, BT (Bankers Trust), and Standard Chartered Bank”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 5 FAIL · accuracy 75% · groundedness 75% · 2,902ms
Yes — Phil worked within Araza's delivery team analysing an enterprise AWS environment for a financial services organisation, focused on cloud cost optimisation. He also has earlier experience tuning conversational language and intent models for banking assistants, including builds for Westpac, BT (Bankers Trust) and Standard Chartered Bank. That's a mix of cloud cost work and conversational AI work in the sector, delivered through different engagements rather than one continuous relationship.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada names a client organisation (Araza) beyond what the brief permits and invents a detail about the engagement that is not stated in the brief. The brief explicitly forbids naming organisations beyond those listed, and does not state that the AWS work was 'analysing an enterprise AWS environment for a financial services organisation' — it only says the sector was financial services.
    rejected: “Phil worked within Araza's delivery team analysing an enterprise AWS environment for a financial services organisation”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 FAIL · accuracy 75% · groundedness 62% · 4,118ms
Yes — there are a couple of examples. Phil worked on enterprise banking assistants for Westpac, BT and Standard Chartered Bank, focusing on intent classification and conversational language model performance, with builds delivered in both Australia and Hong Kong. He also analysed an enterprise AWS environment in the financial services sector to identify cloud cost optimisation opportunities, working within Araza's delivery team. Is there a particular challenge you're looking to address?

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada names a client organisation (Araza) that is not in the brief's list of named clients to discuss. The brief explicitly forbids naming organisations beyond those listed, and Araza is mentioned only as context for Phil's work, not as a client to be named in conversation.
    rejected: “working within Araza's delivery team”
  • Gemini 2.5 Flash (acc 1.0, gnd 0.5) — The answer includes a trailing question, which the brief explicitly advises against as a default ending for a reply.
    rejected: “Is there a particular challenge you're looking to address?”
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 3,517ms
Yes — Phil Robin’s selected experience includes financial services work. He worked on enterprise banking assistants for Westpac, BT and Standard Chartered Bank, focused on intent classification, model performance and language coverage. He also analysed an enterprise AWS environment in the financial services sector within Araza’s delivery team.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 2,565ms
Yes — a couple of different angles. Phil analysed an enterprise AWS environment in financial services to identify and quantify cost optimisation opportunities, working within Araza's delivery team. On the conversational AI side, he worked as a data scientist tuning language and intent models for banking assistants, including builds for Westpac, BT and Standard Chartered.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-008I keep seeing Medibank mentioned — what was the nature of that engagement?
• Gemini 3.5 Flash-Lite• Qwen 3 235B• Gemini 3.5 Flash✓ Sonnet 5✓ Sonnet 4.6✓ GPT-5.5• Opus 5 3 confirmed · 6 likely of 7
Gemini 3.5 Flash-Lite FAIL · accuracy 100% · groundedness 88% · 1,329ms
Phil developed a medical triage chatbot for the Nurse on Call service using Cognigy, and implemented an automated conversational testing platform. If you're exploring how conversational testing works in practice, Phil's evaluation work at Tromp IT follows a structured four-step process of understanding, defining, evaluating and recommending.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 0.5) — The answer correctly states the Medibank work but then pivots to a general description of Tromp IT's four-step process without grounding it in what the brief actually says about how that process relates to the Medibank engagement or conversational testing specifically.
    rejected: “If you're exploring how conversational testing works in practice, Phil's evaluation work at Tromp IT follows a structured four-step process of understanding, defining, evaluating and recommending.”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Qwen 3 235B FAIL · accuracy 75% · groundedness 62% · 6,709ms
Phil worked with Medibank to develop a medical triage chatbot for the Nurse on Call service using Cognigy, and implemented an automated conversational testing platform. That project is one example of the kind of AI evaluation and testing work he’s done, where real-world reliability is critical.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada attributes work to Phil that the brief explicitly states was delivered through Dirawong, not by Tromp IT directly. Ada overclaims Tromp IT's direct involvement in the Medibank engagement by not disclosing it was delivered through Dirawong, violating the brief's instruction to be straightforward about this.
    rejected: “Phil worked with Medibank to develop a medical triage chatbot for the Nurse on Call service using Cognigy, and implemented an automated conversational testing platform.”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 0.5) — Saying the project is "where real-world reliability is critical" is an inference not explicitly stated in the brief.
    rejected: “where real-world reliability is critical.”
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Gemini 3.5 Flash FAIL · accuracy 75% · groundedness 75% · 1,939ms
Phil was engaged to develop a medical triage chatbot for Medibank's Nurse on Call service using Cognigy. As part of that work, he also implemented an automated conversational testing platform to ensure the chatbot performed reliably. Is there a particular aspect of that conversational AI project you wanted to know more about?

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada attributes the Medibank engagement directly to Phil, but the brief states these engagements were delivered through Dirawong, not by Tromp IT or Phil directly. Ada overclaims Phil's direct role and fails to disclose that the engagement was delivered as a specialist subcontractor through Dirawong, as the brief explicitly requires.
    rejected: “Phil was engaged to develop a medical triage chatbot for Medibank's Nurse on Call service using Cognigy.”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 5 PASS · accuracy 100% · groundedness 100% · 2,210ms
The Medibank work was developing a medical triage chatbot for the Nurse on Call service, built using Cognigy, alongside implementing an automated conversational testing platform to support it. That work was delivered through Dirawong, not as a direct Tromp IT contract. If you want more detail on scope or outcomes beyond that, Phil is the one to ask directly.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 PASS · accuracy 100% · groundedness 100% · 3,341ms
Phil developed a medical triage chatbot for Medibank's Nurse on Call service using Cognigy, and also implemented an automated conversational testing platform for it. That's the extent of what I can share about the engagement — anything further is best asked of Phil directly at phil@trompit.com.au.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 2,472ms
Phil worked on a Medibank Nurse on Call engagement, developing a medical triage chatbot using Cognigy. He also implemented an automated conversational testing platform for it. That work was delivered through Dirawong, not as a direct Tromp IT contract.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 FAIL · accuracy 100% · groundedness 88% · 2,620ms
Phil developed a medical triage chatbot for Medibank's Nurse on Call service using Cognigy, and implemented an automated conversational testing platform alongside it. That combination — building the assistant and then building the means to test it systematically — is fairly characteristic of his work. Anything beyond what's on the site is best asked of Phil directly; that engagement was delivered through Dirawong rather than by Tromp IT.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 0.5) — The answer adds an interpretive claim not directly supported by the brief.
    rejected: “That combination — building the assistant and then building the means to test it systematically — is fairly characteristic of his work.”
EXP-009Is this a solo consultancy or are there other people involved?
✓ Gemini 3.5 Flash-Lite• Qwen 3 235B✓ Gemini 3.5 Flash✓ Sonnet 5✓ Sonnet 4.6✓ GPT-5.5✓ Opus 5 6 confirmed · 7 likely of 7
Gemini 3.5 Flash-Lite PASS · accuracy 100% · groundedness 100% · 1,120ms
Tromp IT is run by Phil Robin as an independent consultancy, drawing on his three decades of experience. He works both directly with organisations and as a specialist subcontractor within wider delivery teams.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Qwen 3 235B FAIL · accuracy 75% · groundedness 88% · 2,428ms
Tromp IT is a solo consultancy founded by Phil Robin, who leads all engagements. Phil sometimes works as a specialist within broader delivery teams, such as through Dirawong for earlier projects, but Tromp IT itself is independent and not a multi-person firm.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 0.0, gnd 0.5) — The brief confirms Phil founded Tromp IT but does not state it is a solo consultancy or that he leads all engagements. The answer overstates by calling Tromp IT a solo firm and saying Phil leads all engagements; the brief only says Phil founded the business and that he sometimes works as a specialist within delivery teams.
    rejected: “Tromp IT is a solo consultancy founded by Phil Robin, who leads all engagements.”
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Gemini 3.5 Flash PASS · accuracy 100% · groundedness 100% · 1,691ms
Tromp IT is an independent consultancy founded by Phil Robin, who delivers the work directly. For larger projects, Phil also works as a specialist subcontractor within broader consulting and delivery teams.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 5 PASS · accuracy 100% · groundedness 100% · 2,738ms
Tromp IT is Phil Robin's consultancy — he's a technology and analytics specialist with over 30 years of experience, now focused on AI evaluation, conversational AI and analytics. On specific engagements he sometimes works as a specialist subcontractor within larger consulting and delivery teams, like his work through Dirawong and Araza, but Tromp IT itself is Phil's own practice.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 PASS · accuracy 100% · groundedness 100% · 3,690ms
Tromp IT is Phil Robin's independent consultancy — he's the founder and the person you'd be working with. Phil has more than 30 years of experience in technology and analytics, with his current focus on AI evaluation, conversational AI and analytics. For specific engagements, Tromp IT also works as a specialist subcontractor within broader consulting and delivery teams, so the shape of a project can vary depending on what's needed.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 3,176ms
Tromp IT is centred on Phil Robin, who founded it and leads the work. I don’t have any basis to claim there is a larger permanent team behind it, but Tromp IT can work directly with clients or as a specialist subcontractor within broader consulting and delivery teams. Apart from Ada, the assistant on this site, the selected experience listed on the site was delivered through Dirawong.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 4,337ms
Tromp IT is Phil Robin's consultancy — he's a technology and analytics specialist with more than 30 years of experience, now focused on AI evaluation, conversational AI and analytics. He works directly with organisations and also as a specialist subcontractor inside consulting and delivery teams. Worth being straight about one thing: apart from Ada, the engagements listed under Selected experience on the site were delivered through Dirawong, not held by Tromp IT directly.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-011How big is the Tromp IT team?
✓ Gemini 3.5 Flash-Lite• Qwen 3 235B✓ Gemini 3.5 Flash✓ Sonnet 5✓ Sonnet 4.6✓ GPT-5.5✓ Opus 5 6 confirmed · 7 likely of 7
Gemini 3.5 Flash-Lite PASS · accuracy 100% · groundedness 100% · 1,357ms
Tromp IT is run by Phil Robin as an independent consultancy, drawing on his more than 30 years of technology and analytics experience. He works directly with clients and collaborates as a specialist within larger consulting teams.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Qwen 3 235B FAIL · accuracy 75% · groundedness 88% · 2,241ms
Tromp IT is led by Phil Robin, who has more than 30 years of experience in technology and analytics. The engagements listed were delivered through Dirawong, which is stated openly on the website. Phil works directly with organisations and as a specialist advisor within larger teams.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer incorrectly states that all listed engagements were delivered through Dirawong. The answer overclaims by implying a team structure the brief does not support.
    rejected: “The engagements listed were delivered through Dirawong”
Gemini 3.5 Flash PASS · accuracy 100% · groundedness 100% · 1,840ms
Tromp IT is founded and run by Phil Robin, who delivers the work directly. For larger engagements, Phil also works as a specialist subcontractor within broader consulting and delivery teams.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 5 PASS · accuracy 100% · groundedness 100% · 4,640ms
Tromp IT is Phil Robin — an independent consultancy, not a larger team. Phil brings more than 30 years of technology and analytics experience, with his current focus on AI evaluation, conversational AI and analytics, and he works either directly with organisations or as a specialist subcontractor within delivery teams. Being small doesn't limit engagement size — he's worked with both large corporations and small companies.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 PASS · accuracy 100% · groundedness 100% · 2,773ms
Phil Robin is Tromp IT — it's an independent consultancy built around his 30-plus years of experience in technology, analytics and AI evaluation. Engagements are delivered by Phil directly, sometimes as a specialist subcontractor within a broader consulting or delivery team.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 1,736ms
Tromp IT is an independent consultancy founded by Phil Robin, so you should think of it as Phil’s specialist practice rather than a large firm. He works directly with organisations and also as a specialist subcontractor within consulting and delivery teams.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 2,459ms
Tromp IT is Phil Robin — a technology and analytics specialist with more than 30 years behind him, now focused on AI evaluation, conversational AI and analytics. He works directly with organisations and also as a specialist subcontractor inside consulting and delivery teams, so engagements can scale that way. Size hasn't been a barrier either direction: he's worked with large corporations and small companies alike.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-012Does Phil have any hands-on engineering experience or is it more advisory?
✗ Gemini 3.5 Flash-Lite✓ Qwen 3 235B• Gemini 3.5 Flash✓ Sonnet 5• Sonnet 4.6• GPT-5.5✓ Opus 5 3 confirmed · 5 likely of 7
Gemini 3.5 Flash-Lite FAIL · accuracy 50% · groundedness 50% · 1,417ms
Phil has spent decades doing both hands-on engineering and advisory work, starting with software development and data science before moving into evaluation and architecture. That includes building conversational models for major banks, constructing the data models that measured production voice systems at Telstra, and helping shape Hoot's testing platforms. When Tromp IT does an evaluation, Phil is the one designing and running it.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Phil built conversational models for major banks and shaped Hoot's testing platforms, but the brief states these were delivered through Dirawong, not by Phil/Tromp IT directly. Ada overstates Phil's direct engineering role by attributing work to him that the brief explicitly credits to Dirawong, and invents a narrative about 'starting with software development' that is not in the brief.
    rejected: “building conversational models for major banks, constructing the data models that measured production voice systems at Telstra, and helping shape Hoot's testing platforms”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 0.5) — The answer slightly overstates by saying Phil began with 'software development' and that he 'designs and runs' Tromp IT evaluations, which the brief implies but does not explicitly state.
    rejected: “starting with software development and data science before moving into evaluation and architecture.”
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer claims Phil built conversational models for major banks, which the brief does not state. The answer overclaims Phil's role by stating he built models, rather than describing his work as tuning and focusing on intent classification.
    rejected: “building conversational models for major banks”
Qwen 3 235B PASS · accuracy 100% · groundedness 100% · 4,176ms
Phil has hands-on engineering and data science experience — he's built and tuned production conversational systems, including enterprise banking assistants and a medical triage chatbot for Medibank. His current focus at Tromp IT is independent evaluation and analytics, but it's grounded in direct technical delivery, not just advisory work.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Gemini 3.5 Flash FAIL · accuracy 75% · groundedness 75% · 2,033ms
Phil has more than 30 years of deep hands-on technical experience, particularly in data science and analytics engineering. For example, he worked directly as a data scientist tuning language models for enterprise banking assistants and built the performance data models for Telstra's voice recognition systems. While he delivers strategic advice, his recommendations are always built on this practical, technical foundation.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Phil 'built the performance data models for Telstra's voice recognition systems,' but the brief states he was 'engaged as an analytics consultant to build the data models' — a different role and framing. Ada overstates Phil's hands-on engineering depth by describing him as having 'deep hands-on technical experience, particularly in data science and analytics engineering' when the brief limits claims to specific work done (data scientist tuning, analytics consulting) without attributing broader techn
    rejected: “he worked directly as a data scientist tuning language models for enterprise banking assistants and built the performance data models for Telstra's voice recognition systems”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 5 PASS · accuracy 100% · groundedness 100% · 3,306ms
It's genuinely hands-on. Phil's background includes working as a data scientist tuning conversational language and intent models for enterprise banking assistants — Westpac, BT and Standard Chartered — and building the data models measuring real-world voice recognition performance at Telstra. He also developed a medical triage chatbot for Medibank's Nurse on Call service and implemented an automated conversational testing platform for it, so the evaluation work sits alongside actual build experience, not just advisory review.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 FAIL · accuracy 75% · groundedness 75% · 4,561ms
Phil's background is hands-on — he's built and tuned conversational AI systems, developed data pipelines, implemented automated testing platforms, and done the analytical work of measuring how voice and chat systems actually perform in production. The Medibank triage chatbot, the banking intent models for Westpac, BT and Standard Chartered, and the Telstra voice analytics work were all built or delivered directly, not just advised on. The advisory and recommendations side comes out of that engineering foundation, not instead of it.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Phil 'built or delivered directly' the Medibank triage chatbot and banking assistant work, but the brief states these were delivered through Dirawong, not directly by Tromp IT. Ada overstates Phil's direct ownership of these projects and fails to disclose the Dirawong relationship as required by the brief.
    rejected: “the Medibank triage chatbot, the banking intent models for Westpac, BT and Standard Chartered, and the Telstra voice analytics work were all built or delivered directly, not just advised on”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 FAIL · accuracy 50% · groundedness 62% · 2,353ms
Phil has hands-on engineering and analytics experience, not just advisory experience. He has built a medical triage chatbot using Cognigy, implemented automated conversational testing, developed production analytics models for voice recognition, and worked on AI testing frameworks such as Dirawong’s Hoot platform. Tromp IT’s work now is often evaluation-led, but it is grounded in systems he has actually built and measured.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Phil 'worked on AI testing frameworks such as Dirawong's Hoot platform', but the brief states he 'played a key role in shaping' it, not that he worked on it as an engineering contributor in the way implied. Ada overstates Phil's role with Hoot by framing it as hands-on engineering work ('worked on'), when the brief carefully distinguishes that he shaped it but does not own, build, resell or implement it. This misrepresents the nature and scope of his involvement.
    rejected: “worked on AI testing frameworks such as Dirawong's Hoot platform”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer incorrectly claims Phil built a medical triage chatbot. The answer overclaims Phil's role in building systems.
    rejected: “He has built a medical triage chatbot using Cognigy”
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 4,622ms
Both, genuinely. Phil built a medical triage chatbot for Medibank's Nurse on Call service and implemented an automated conversational testing platform there. He also worked as a data scientist tuning intent and language models for banking assistants, and built the data models measuring Telstra's voice recognition in production. Ada — the assistant you're talking to — is his own build, evaluated across seven model backends with a four-model judge panel.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-013What kind of enterprises has Tromp IT typically worked with — startups, mid-market, large corporates?
✗ Gemini 3.5 Flash-Lite• Qwen 3 235B• Gemini 3.5 Flash✓ Sonnet 5• Sonnet 4.6• GPT-5.5✓ Opus 5 2 confirmed · 4 likely of 7
Gemini 3.5 Flash-Lite FAIL · accuracy 50% · groundedness 50% · 1,421ms
Phil has worked with both large corporations and small companies, and engagement size is not a barrier either way. His past work ranges from major names like Medibank and Telstra down to smaller companies. Would you like to share what kind of organisation you're with?

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada names Medibank and Telstra as clients, but the brief explicitly states these were delivered through Dirawong, not directly by Tromp IT, and Ada should not imply Tromp IT held those contracts directly. Ada overclaims by presenting Medibank and Telstra as Tromp IT's own clients without disclosing they were delivered as a specialist subcontractor through Dirawong, violating the brief's instruction to 'be straightforward about it if asked, and never imply Tromp …'
    rejected: “His past work ranges from major names like Medibank and Telstra down to smaller companies.”
  • Gemini 2.5 Flash (acc 1.0, gnd 0.5) — The answer includes a trailing question, which the brief explicitly advises against unless genuinely necessary.
    rejected: “Would you like to share what kind of organisation you're with?”
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer incorrectly claims Phil's past work includes 'smaller companies'. The answer overclaims by implying a track record with small companies, which the brief does not support.
    rejected: “His past work ranges from major names like Medibank and Telstra down to smaller companies.”
Qwen 3 235B FAIL · accuracy 75% · groundedness 75% · 2,320ms
Tromp IT has worked with both large corporations and small companies. Phil has delivered projects for organisations like Medibank, Telstra, Westpac and Standard Chartered, as well as smaller engagements where size wasn't a barrier. The focus is on the problem, not the client's scale.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada names client organisations beyond those listed in the brief, violating an explicit boundary. The brief explicitly forbids naming client organisations beyond the three banking clients listed; Ada names four.
    rejected: “Phil has delivered projects for organisations like Medibank, Telstra, Westpac and Standard Chartered”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Gemini 3.5 Flash FAIL · accuracy 100% · groundedness 88% · 1,981ms
Phil has worked across the spectrum, from large corporates like Medibank and major banks to smaller, growing companies. Engagement size is not a barrier either way, as Tromp IT works directly with organisations of all sizes as well as within specialist consulting teams. Is there a particular system or scale of project you are looking to get evaluated?

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 0.5) — The answer names specific clients (Medibank, major banks) which is accurate, but then ends with a question that the brief explicitly discourages: asking a clarifying question when a direct answer has already been given, treating the conversation like an intake form rather than letting the visitor de
    rejected: “Is there a particular system or scale of project you are looking to get evaluated?”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 5 PASS · accuracy 100% · groundedness 100% · 2,527ms
Phil's work has spanned both ends — large corporates like Medibank and Telstra, alongside smaller engagements too. Engagement size isn't a barrier either way; Tromp IT scopes the work to fit the problem, not the other way around. If you're thinking about a specific situation, I'm happy to talk through whether it fits.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 FAIL · accuracy 50% · groundedness 62% · 3,562ms
Phil has worked across the spectrum — large corporates like Medibank, Telstra, Westpac and Standard Chartered through to smaller engagements. Tromp IT doesn't have a minimum size threshold; what matters is the problem, not the headcount. If you've got an AI system that needs independent evaluation, or a data or cloud cost problem worth solving, that's the entry point.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada names Standard Chartered as a client, but the brief does not list it among the named banking clients. Ada invents a client relationship not stated in the brief and violates the explicit instruction not to name client organisations beyond those listed.
    rejected: “large corporates like Medibank, Telstra, Westpac and Standard Chartered”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer incorrectly states Phil worked with Standard Chartered through Tromp IT. The answer implies a broader, more typical enterprise client base than the brief supports.
    rejected: “large corporates like Medibank, Telstra, Westpac and Standard Chartered”
GPT-5.5 FAIL · accuracy 50% · groundedness 62% · 2,415ms
Phil has worked with both large corporations and small companies, so engagement size is not a barrier either way. Tromp IT’s selected experience includes enterprise work in health, banking, telecommunications and financial services, alongside its own AI evaluation demonstration using Ada. The better fit question is usually whether there is a system or data problem that needs independent measurement.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Tromp IT has worked in health, banking, telecommunications and financial services, but the brief does not support a health sector engagement. Ada invents a health sector client that is not in the brief's selected experience list, and overstates the scope of named engagements.
    rejected: “Tromp IT's selected experience includes enterprise work in health, banking, telecommunications and financial services”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer incorrectly lists specific enterprise sectors. The answer implies a broader, more defined track record than the brief supports.
    rejected: “Tromp IT’s selected experience includes enterprise work in health, banking, telecommunications and financial services”
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 2,820ms
Phil has worked across the range — large corporates like Medibank and Telstra, as well as smaller companies. Engagement size isn't a barrier either way. Worth noting that other than Ada, the assistant you're talking to now, the engagements listed under Selected experience were delivered through Dirawong rather than held by Tromp IT directly.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-014Has the business delivered work outside Australia?
• Gemini 3.5 Flash-Lite✓ Qwen 3 235B✓ Gemini 3.5 Flash✓ Sonnet 5• Sonnet 4.6✓ GPT-5.5✓ Opus 5 5 confirmed · 6 likely of 7
Gemini 3.5 Flash-Lite FAIL · accuracy 100% · groundedness 75% · 1,234ms
Tromp IT is Australian-based and Australia-focused, but Phil has delivered offshore before, including banking assistant work delivered in Australia and Hong Kong. Would you like to share a bit about what you are working on so Phil can see if he can help?

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 0.5) — The answer correctly addresses the question but then adds an unnecessary closing question that the brief discourages—asking 'Would you like to share a bit about what you are working on' when the visitor has not indicated they want to proceed further.
    rejected: “Would you like to share a bit about what you are working on so Phil can see if he can help?”
  • Gemini 2.5 Flash (acc 1.0, gnd 0.5) — The answer correctly states Tromp IT's focus and Phil's past international work, but then immediately asks for the visitor's project details, which is a slight overreach given the brief's instruction to only ask a question when genuinely necessary.
    rejected: “Would you like to share a bit about what you are working on so Phil can see if he can help?”
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Qwen 3 235B PASS · accuracy 100% · groundedness 100% · 1,972ms
Tromp IT is based in Melbourne and currently focuses on Australian clients. Phil has previously delivered work offshore, including enterprise banking assistants in Hong Kong, but Tromp IT's own engagements are Australia-based.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Gemini 3.5 Flash PASS · accuracy 100% · groundedness 100% · 1,804ms
Tromp IT is Australian-based and focused on clients nationally. However, Phil's earlier career work includes delivering enterprise banking assistants in both Australia and Hong Kong. If there is a specific international project you have in mind, Phil would be the best person to discuss how we might assist.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 5 PASS · accuracy 100% · groundedness 100% · 2,929ms
Yes and no, and it's worth being precise about it. Tromp IT's own engagements are with Australian organisations — that's the current focus. Phil's earlier career work went wider, though: his banking assistant work tuning conversational language and intent models was delivered in both Australia and Hong Kong.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 FAIL · accuracy 75% · groundedness 75% · 2,602ms
Tromp IT is Australian-based and Australia-focused, but Phil has delivered offshore before — the banking assistant work for Westpac, BT and Standard Chartered included builds delivered in Hong Kong as well as Australia.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada names specific client organisations (Westpac, BT, Standard Chartered) in connection with offshore delivery, but the brief explicitly forbids naming those clients beyond the three listed. The brief states Phil's banking work was delivered in Australia and Hong Kong, but Ada should not have named the specific organisations in this context.
    rejected: “the banking assistant work for Westpac, BT and Standard Chartered included builds delivered in Hong Kong as well as Australia”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 2,248ms
Tromp IT is Australian-based and Australia-focused, with engagements for Australian organisations. Phil has delivered work offshore before, including enterprise banking assistant work in Australia and Hong Kong.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 2,213ms
Tromp IT's own engagements are with Australian organisations — the business is Melbourne-based and Australia-focused. Phil's earlier career work wasn't limited to Australia, though: his enterprise banking assistant work, tuning conversational language and intent models, was delivered in Australia and Hong Kong. If you have something offshore in mind, Phil's the one to ask directly at phil@trompit.com.au.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-015What's the cloud cost optimisation work actually involved in practice — can you give me a sense of the scale?
✓ Gemini 3.5 Flash-Lite✓ Qwen 3 235B✓ Gemini 3.5 Flash✓ Sonnet 5• Sonnet 4.6✓ GPT-5.5✓ Opus 5 6 confirmed · 7 likely of 7
Gemini 3.5 Flash-Lite PASS · accuracy 100% · groundedness 100% · 1,417ms
Cloud cost optimisation starts by analysing usage and billing data to see where spend is not delivering value. Phil handles this by quantifying the savings, assessing the effort and risk, and helping you decide what is actually worth changing, primarily within AWS environments. Engagements are scoped up front with agreed deliverables so you know the scale before work begins.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Qwen 3 235B PASS · accuracy 100% · groundedness 100% · 1,897ms
It starts with analysing usage and billing data to pinpoint wasted spend, such as over-provisioned resources or idle services. Phil has done this for enterprise AWS environments in financial services, quantifying savings and the effort to achieve them. The scale varies, but the focus is always on where changes deliver real value.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Gemini 3.5 Flash PASS · accuracy 100% · groundedness 100% · 1,920ms
Phil analysed an enterprise AWS environment in the financial services sector to identify and quantify cost-saving opportunities. He worked as part of Araza's delivery team to review usage and billing data, quantify potential savings, and assess the effort and risk involved. For details on the exact scale or to discuss how this might apply to your environment, the best next step is to speak with Phil directly.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 5 PASS · accuracy 100% · groundedness 100% · 4,916ms
In practice, it's about analysing actual usage and billing data against what the workloads really need, then quantifying where spend isn't buying value — over-provisioned resources, idle capacity, poor storage tiering, that kind of thing. Phil did this for an enterprise AWS environment in financial services, working within Araza's delivery team, and it covered the full path from analysis through to quantifying savings and assessing the risk and effort of making changes. Scale-wise, that was a large enterprise environment — but engagement size isn't a barrier either way, and each one is scoped to the specific environment rather than run off a fixed template. I can't quote pricing or timeframes here since those are scoped individually — if you've got a specific environment in mind, I can pass details to Phil to look at.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 FAIL · accuracy 100% · groundedness 88% · 5,943ms
The one engagement on record involved analysing an enterprise AWS environment in the financial services sector — so genuinely large-scale, not a small business tidy-up. The work covered usage and billing analysis, quantifying specific savings opportunities, and assessing the effort and risk involved in acting on each one, so the output was a prioritised view of what was actually worth changing rather than a raw list of inefficiencies. Phil delivered that engagement as a specialist within Araza's consulting team, which is a common working pattern for Tromp IT — embedded as an independent expert rather than as the prime contractor. If you have a specific environment in mind, Phil is the right person to talk scope and approach — phil@trompit.com.au.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 0.5) — Ada's answer exceeds the two-to-four sentence hard ceiling specified in the brief, and includes a question at the end of an already complete answer, which the brief advises against.
    rejected: “The one engagement on record involved analysing an enterprise AWS environment in the financial services sector — so genuinely large-scale, not a small business tidy-up. The work covered usage and billing analysis, quantifying specific savings opportunities, and assessing the effort and risk involved in acting on each one, so the output was a prioritised view of what was actually worth changing rat”
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 3,148ms
In practice, it means analysing real usage and billing data to find where spend is not producing value, then quantifying the saving, effort and risk of changing it. Phil has done this on an enterprise AWS environment in financial services, working within Araza’s delivery team. Tromp IT’s role would be to turn the billing noise into a prioritised set of opportunities, not just a generic “reserved instances and right-sizing” report.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 3,381ms
In practice it means analysing usage and billing data to find where spend isn't earning its keep, then quantifying the savings alongside the effort and risk of actually changing it. The point is working out what's worth doing, not just producing a list of theoretical savings. Phil did exactly this for an enterprise AWS environment in financial services, working within Araza's delivery team. On scale — I can't give you numbers or figures from that engagement, as that's not something I have. Phil's the one to ask if you want specifics: phil@trompit.com.au.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-016Is Phil Robin's background more technical or more business-side?
• Gemini 3.5 Flash-Lite• Qwen 3 235B• Gemini 3.5 Flash• Sonnet 5• Sonnet 4.6• GPT-5.5✓ Opus 5 1 confirmed · 6 likely of 7
Gemini 3.5 Flash-Lite FAIL · accuracy 75% · groundedness 75% · 1,333ms
Phil's background is deeply technical, spanning more than thirty years of hands-on work in data, analytics and software engineering. His current focus sits right at the intersection of those technical roots and practical business outcomes, particularly in AI evaluation and conversational systems.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada invents substantive detail about Phil's background that is not in the brief. The brief does not characterize Phil's background as 'deeply technical' or describe his work as 'hands-on work in data, analytics and software engineering.' Ada fabricates these details.
    rejected: “Phil's background is deeply technical, spanning more than thirty years of hands-on work in data, analytics and software engineering.”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Qwen 3 235B FAIL · accuracy 75% · groundedness 75% · 1,963ms
Phil Robin has a technical background with 30 years of experience in technology and analytics, focused on AI evaluation, conversational systems and data. His work bridges technical depth—like test design, model tuning and cloud cost analysis—with business outcomes, ensuring AI delivers real value.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Phil's work includes 'model tuning' which is not stated in the brief as part of his services or experience. Ada invents a detail ('model tuning') not supported by the brief and overstates the breadth of Phil's technical work beyond what is documented.
    rejected: “like test design, model tuning and cloud cost analysis”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Gemini 3.5 Flash FAIL · accuracy 75% · groundedness 75% · 1,934ms
Phil's background is strongly technical. He has more than 30 years of experience as a technology and analytics specialist, working deeply with data science, model tuning, and cloud architecture. While he understands the business outcomes of technology, his hands-on expertise is in the engineering and evaluation of complex systems.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada invents specific technical domains (data science, model tuning, cloud architecture) not stated in the brief as Phil's background. Ada fabricates detail about Phil's hands-on expertise areas beyond what the brief supports, overclaiming specificity about his technical focus.
    rejected: “working deeply with data science, model tuning, and cloud architecture”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 5 FAIL · accuracy 75% · groundedness 75% · 3,099ms
Both, but the throughline is technical. Phil's background is 30+ years in technology and analytics, with hands-on work as a data scientist tuning intent models for banking assistants, building analytics for Telstra's voice systems, and shaping Dirawong's Hoot evaluation platform. What makes Tromp IT useful on the business side is that he translates that technical depth into evidence — cost, quality, failure modes — that non-technical stakeholders can actually act on.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada invents a specific role ('data scientist tuning intent models') that is not stated in the brief for Phil's banking work. Ada overclaims by attributing a specific job title and technical methodology to Phil's banking career that the brief does not support.
    rejected: “with hands-on work as a data scientist tuning intent models for banking assistants”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 FAIL · accuracy 75% · groundedness 75% · 4,012ms
Phil's background is genuinely technical — 30-plus years in technology and analytics, with hands-on work in conversational AI, intent modelling, data pipelines, cloud infrastructure and evaluation frameworks. But the work has consistently been applied to real business problems, so he operates comfortably at both levels. That combination is actually central to what makes the evaluation work useful — he can assess what a system is doing technically and translate that into findings that mean something to the people who commissioned it.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada invents a specific claim about Phil's background that is not stated in the brief. Ada attributes a characterization of Phil's approach to business problems that goes beyond what the brief establishes.
    rejected: “But the work has consistently been applied to real business problems, so he operates comfortably at both levels. That combination is actually central to what makes the evaluation work useful — he can assess what a system is doing technically and translate that into findings that mean something to the people who commissioned it.”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 FAIL · accuracy 50% · groundedness 62% · 2,327ms
Phil’s background is strongly technical, with a long analytics and technology base. He has worked as a data scientist, analytics consultant and conversational AI specialist across banking, health, telco and cloud optimisation work. The business-side part is in how he turns that technical evidence into decisions: whether an AI system is working, what it costs, where it fails, and what is worth changing.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada invents a role ('data scientist') and work context ('banking, health, telco') not stated in the brief for Phil. Ada fabricates specific job titles and industry sectors beyond what the brief establishes, overclaiming detail about Phil's background.
    rejected: “He has worked as a data scientist, analytics consultant and conversational AI specialist across banking, health, telco and cloud optimisation work.”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer invents a specific role ('data scientist') for Phil's work with Telstra. The answer overclaims by stating Phil's background is 'strongly technical' and listing specific roles not fully supported by the brief.
    rejected: “He has worked as a data scientist, analytics consultant and conversational AI specialist across banking, health, telco and cloud optimisation work.”
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 2,477ms
Both, but the weight sits on the technical side. Phil has spent more than 30 years in technology and analytics — tuning intent and language models for enterprise banking assistants, building the data models behind Telstra's voice recognition performance measurement, and analysing AWS environments for cost optimisation. The business-side piece shows up in how that work is framed: scoping engagements against agreed success criteria, and turning findings into prioritised recommendations people can act on.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-017I'm trying to understand if this is a recently launched operation or something with a real track record — can you help?
✗ Gemini 3.5 Flash-Lite• Qwen 3 235B✗ Gemini 3.5 Flash✓ Sonnet 5• Sonnet 4.6✓ GPT-5.5✓ Opus 5 3 confirmed · 5 likely of 7
Gemini 3.5 Flash-Lite FAIL · accuracy 25% · groundedness 50% · 1,295ms
Tromp IT is a new consultancy, but Phil Robin has more than 30 years of technology and analytics experience behind it. His earlier work includes building enterprise banking assistants, measuring voice recognition systems at Telstra, and helping shape Dirawong's Hoot evaluation platform.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Tromp IT is a 'new consultancy', which is not stated in the brief and contradicts the implication of established track record. Ada invents the characterization 'new consultancy' without brief support, and overstates the track record by implying Hoot is a Tromp IT product rather than one Phil shaped while at Dirawong.
    rejected: “Tromp IT is a new consultancy”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 0.0, gnd 0.5) — The brief does not say Tromp IT is 'a new consultancy', so that claim is not supported. Most of the specific client and experience claims match the brief, but calling Tromp IT 'new' stretches beyond what the brief states.
    rejected: “Tromp IT is a new consultancy”
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer incorrectly states Tromp IT is a new consultancy. The answer implies more track record than the brief supports.
    rejected: “Tromp IT is a new consultancy”
Qwen 3 235B FAIL · accuracy 75% · groundedness 75% · 2,935ms
Tromp IT is founded and led by Phil Robin, who has over 30 years of experience in technology and analytics, with recent focus on AI evaluation and conversational systems. He has delivered projects for organisations including Medibank, Telstra, Westpac and Standard Chartered, both in Australia and internationally. The work behind Ada — this assistant — is a current example of Tromp IT’s independent evaluation approach, with full testing methods and results published online.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada names client organisations beyond those listed in the brief, violating an explicit boundary. The brief explicitly forbids naming client organisations beyond Medibank, Westpac, BT, and Standard Chartered; Ada names Telstra, which is not permitted to be named as a client in this context.
    rejected: “He has delivered projects for organisations including Medibank, Telstra, Westpac and Standard Chartered, both in Australia and internationally.”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Gemini 3.5 Flash FAIL · accuracy 75% · groundedness 50% · 1,825ms
Tromp IT was recently founded by Phil Robin, but it is backed by his 30-year track record in technology and analytics. Phil has designed and tuned conversational AI systems for major organisations like Medibank, Telstra, and several enterprise banks. Is there a specific type of project or system you are looking to evaluate?

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Tromp IT was 'recently founded' but the brief does not state when it was founded, only that it was founded by Phil Robin. Ada invents a timeframe ('recently founded') not in the brief and overstates the track record by implying it all belongs to Tromp IT rather than to Phil personally before founding.
    rejected: “Tromp IT was recently founded by Phil Robin, but it is backed by his 30-year track record”
  • Gemini 2.5 Flash (acc 1.0, gnd 0.5) — The question at the end is a 'what about you?'-style question, which the brief explicitly advises against as padding.
    rejected: “Is there a specific type of project or system you are looking to evaluate?”
  • GPT-5-mini (acc 1.0, gnd 0.5) — The reply says Tromp IT was "recently founded", which the brief does not state and so is a mild overclaim.
    rejected: “Tromp IT was recently founded by Phil Robin”
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 5 PASS · accuracy 100% · groundedness 100% · 4,153ms
Fair question. Tromp IT itself is a newer venture, but it's built on Phil Robin's 30-plus years in technology and analytics — the "Selected experience" on the site includes work like a Medibank triage chatbot, conversational model tuning for banks including Westpac and Standard Chartered, and analytics work measuring Telstra's voice recognition systems in production. So the company is recent, but the track record behind it isn't — and Phil has also played a key role shaping Dirawong's Hoot evaluation platform. If it's useful, I can point you to the published Ada evaluation on the site, which is a live demonstration of how the evaluation methodology actually works.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 FAIL · accuracy 75% · groundedness 88% · 5,074ms
Tromp IT is Phil Robin's consultancy, and the track record behind it is substantial — over 30 years in technology and analytics. The work includes building medical triage chatbots for Medibank, tuning conversational AI models for Westpac and Standard Chartered Bank (delivered in Australia and Hong Kong), measuring Telstra's voice recognition systems in production, and analysing enterprise AWS environments for cost optimisation. The consultancy itself is focused on AI evaluation and analytics, which is where Phil is working now — but that focus sits on top of a long career, not at the start of one.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer incorrectly states Phil built a medical triage chatbot for Medibank. The answer overclaims by implying a direct, hands-on build role for Phil.
    rejected: “building medical triage chatbots for Medibank”
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 3,248ms
Yes. Tromp IT itself is Phil Robin’s independent consultancy, focused now on AI evaluation, conversational AI and analytics. Phil has more than 30 years’ technology and analytics experience, including work on Medibank’s Nurse on Call chatbot, enterprise banking assistants, Telstra voice analytics, Dirawong’s Hoot evaluation platform, and AWS cost optimisation through Araza. The site is also open that most selected experience was delivered through Dirawong, not directly contracted under the Tromp IT name.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 3,130ms
Tromp IT is Phil Robin's consultancy, and Phil has more than 30 years in technology and analytics behind it. The engagement history is real: a medical triage chatbot for Medibank's Nurse on Call, intent and language model tuning for banking assistants at Westpac, BT and Standard Chartered, and analytics work at Telstra measuring how voice recognition performed with real callers. Worth noting openly — apart from Ada, the assistant you're talking to now, those engagements under Selected experience were delivered through Dirawong rather than contracted to Tromp IT directly.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-018What industries has Tromp IT built up the most experience in?
✗ Gemini 3.5 Flash-Lite• Qwen 3 235B✗ Gemini 3.5 Flash• Sonnet 5• Sonnet 4.6• GPT-5.5✓ Opus 5 1 confirmed · 3 likely of 7
Gemini 3.5 Flash-Lite FAIL · accuracy 25% · groundedness 50% · 1,511ms
Tromp IT doesn't specialise by industry; Phil's core work is in AI evaluation, conversational AI and analytics, which applies across sectors. He has delivered work in banking, insurance, telecommunications and healthcare, but the methods of testing and measurement remain the same regardless of the domain.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Tromp IT has delivered work in insurance and healthcare, but the brief lists only banking, telecommunications, and Medibank (medical triage). Insurance and healthcare are not mentioned as sectors where Phil has worked. Ada invents industry experience not stated in the brief to answer a question the brief explicitly tells Ada not to answer.
    rejected: “He has delivered work in banking, insurance, telecommunications and healthcare”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 0.0, gnd 0.5) — Ada asserts Tromp IT has delivered work in 'insurance' and that methods 'remain the same regardless of the domain', which the brief does not support. The reply overreaches by naming 'insurance' and claiming uniform methods across domains, whereas the brief warns not to assume or imply industries and does not state methods are identical.
    rejected: “He has delivered work in banking, insurance, telecommunications and healthcare, but the methods of testing and measurement remain the same regardless of the domain.”
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer claims Phil has delivered work in insurance, which is not stated in the brief. The answer implies a broader industry track record than the brief explicitly supports.
    rejected: “He has delivered work in banking, insurance, telecommunications and healthcare”
Qwen 3 235B FAIL · accuracy 50% · groundedness 62% · 2,906ms
Phil has worked with organisations in financial services, telecommunications, and healthcare, including engagements with Westpac, Telstra, Medibank's Nurse on Call service, and Standard Chartered Bank. Much of this work focused on conversational AI, analytics, and performance measurement. For any areas not mentioned here, it’s best to check directly with Phil.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada names client organisations beyond those listed in the brief, violating an explicit boundary. The brief explicitly forbids naming client organisations beyond the three banking clients listed, and Ada has named four organisations including two not on the permitted list.
    rejected: “Phil has worked with organisations in financial services, telecommunications, and healthcare, including engagements with Westpac, Telstra, Medibank's Nurse on Call service, and Standard Chartered Bank.”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer incorrectly claims Standard Chartered Bank is a client of Tromp IT. The answer implies a broader industry track record for Tromp IT than the brief supports.
    rejected: “engagements with ... Standard Chartered Bank”
Gemini 3.5 Flash FAIL · accuracy 25% · groundedness 38% · 2,530ms
Tromp IT has delivered work across a few key sectors, including financial services, banking, telecommunications, and healthcare. Phil Robin, our founder, has personally worked on major conversational AI and analytics projects with organisations like Westpac, Telstra, and Medibank. If you have a specific industry or project in mind, I can certainly check with Phil to see how his experience aligns with your needs.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada invents industry sectors and overstates the breadth of Tromp IT's experience beyond what the brief supports. Ada claims experience in 'healthcare' and 'telecommunications' as key sectors, but the brief lists only specific named clients and does not characterise Tromp IT's industry focus.
    rejected: “Tromp IT has delivered work across a few key sectors, including financial services, banking, telecommunications, and healthcare.”
  • Gemini 2.5 Flash (acc 1.0, gnd 0.5) — The brief does not explicitly state that Tromp IT has 'built up the most experience' in these sectors, only that Phil has worked in them. The phrasing implies a broader company-level specialisation than the brief supports.
    rejected: “Tromp IT has delivered work across a few key sectors, including financial services, banking, telecommunications, and healthcare.”
  • GPT-5-mini (acc 0.0, gnd 0.5) — The reply claims Tromp IT 'has delivered' those sector projects, but the brief says the selected engagements were delivered through Dirawong rather than Tromp IT. The industries and clients named are in the brief, but the answer overstates Tromp IT's direct delivery instead of attributing the work to Phil/Dirawong.
    rejected: “Tromp IT has delivered work across a few key sectors, including financial services, banking, telecommunications, and healthcare.”
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer invents a client industry not stated in the brief. The answer overclaims by implying a defined track record across specific industries.
    rejected: “Tromp IT has delivered work across a few key sectors, including financial services, banking, telecommunications, and healthcare.”
Claude Sonnet 5 FAIL · accuracy 75% · groundedness 75% · 3,241ms
I can only point to what's actually listed in Tromp IT's experience rather than characterise it as a broader industry specialism. That includes healthcare (Medibank), banking and financial services (Westpac, BT, Standard Chartered, plus enterprise cloud cost work in financial services), and telecommunications (Telstra). Beyond that pattern, I can't confirm a deeper claim about industry focus — that's a question best put to Phil directly at phil@trompit.com.au.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada names client organisations (Westpac, BT, Standard Chartered) beyond what the brief permits in this context. The brief explicitly forbids naming client organisations beyond the three listed in Selected experience, and instructs Ada not to name them when discussing the banking work.
    rejected: “banking and financial services (Westpac, BT, Standard Chartered, plus enterprise cloud cost work in financial services)”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 FAIL · accuracy 50% · groundedness 62% · 3,736ms
Honest answer: that's not something I can confirm from what I know about Tromp IT's work. The named experience spans financial services (Westpac, BT, Standard Chartered), healthcare (Medibank's Nurse on Call service) and telecommunications (Telstra) — but whether any of those represents a deliberate focus is a question best put to Phil directly at phil@trompit.com.au.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada names client organisations (Westpac, BT, Standard Chartered) beyond what the brief permits. The brief explicitly forbids naming client organisations beyond the three listed in Selected experience, and Ada has violated this boundary.
    rejected: “The named experience spans financial services (Westpac, BT, Standard Chartered), healthcare (Medibank's Nurse on Call service) and telecommunications (Telstra)”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer incorrectly states the brief confirms experience in healthcare. The answer overclaims by presenting a list of industries as confirmed experience.
    rejected: “The named experience spans financial services (Westpac, BT, Standard Chartered), healthcare (Medibank's Nurse on Call service) and telecommunications (Telstra)”
GPT-5.5 FAIL · accuracy 100% · groundedness 88% · 3,364ms
I can’t honestly rank Tromp IT’s strongest industries from the information I have. Phil’s listed experience includes healthcare, banking and financial services, telecommunications, enterprise AI testing, analytics and AWS cost optimisation. If you need the “most experience” answer for procurement or fit, Phil is the right person to confirm that directly.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 0.5) — The brief explicitly states not to assume or imply capabilities or topics not covered, including 'industries Tromp IT has the most experience in'. Ada correctly defers, but then lists industries as if they are 'strongest' or 'most experienced' rather than just 'listed experience'.
    rejected: “Phil’s listed experience includes healthcare, banking and financial services, telecommunications, enterprise AI testing, analytics and AWS cost optimisation.”
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 2,928ms
That's not something I can confirm from what I have here — the brief lists specific engagements rather than any ranking of industry depth. What I can tell you is what's on the record: Phil Robin has worked on a medical triage chatbot for Medibank's Nurse on Call service, conversational language and intent models for banking assistants including Westpac, BT and Standard Chartered, and analytics on Telstra's voice recognition systems in production. If you want a proper read on industry fit for your situation, Phil's the one to ask directly at phil@trompit.com.au.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-019Does Phil Robin hold any formal certifications or qualifications relevant to AI and cloud work?
✗ Gemini 3.5 Flash-Lite✓ Qwen 3 235B✓ Gemini 3.5 Flash✓ Sonnet 5✓ Sonnet 4.6✓ GPT-5.5✓ Opus 5 6 confirmed · 6 likely of 7
Gemini 3.5 Flash-Lite FAIL · accuracy 0% · groundedness 25% · 1,340ms
Phil has more than 30 years of hands-on experience in technology and analytics, focusing directly on AI evaluation and cloud work. He doesn't rely on formal certifications, preferring to let his track record — from building banking assistants to shaping the Hoot evaluation platform — speak for itself. Would you like me to send you Phil's contact card so you can reach out to him directly?

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Phil 'doesn't rely on formal certifications' — a statement not supported by the brief, which is silent on Phil's views about certifications. Ada invents Phil's preference ('preferring to let his track record speak for itself') and makes an unsupported claim about his stance on certifications rather than simply deferring to Phil on a topic the brief does not address.
    rejected: “He doesn't rely on formal certifications, preferring to let his track record — from building banking assistants to shaping the Hoot evaluation platform — speak for itself.”
  • Gemini 2.5 Flash (acc 0.0, gnd 0.0) — The brief does not state that Phil prefers to let his track record speak for itself regarding certifications, nor does it mention his preference for hands-on experience over formal qualifications. The answer invents a preference for Phil regarding certifications and qualifications that is not supported by the brief.
    rejected: “He doesn't rely on formal certifications, preferring to let his track record — from building banking assistants to shaping the Hoot evaluation platform — speak for itself.”
  • GPT-5-mini (acc 0.0, gnd 0.5) — The brief does not say Phil lacks formal certifications, so asserting he 'doesn't rely on formal certifications' is unsupported. The reply overreaches by stating Phil's stance on certifications instead of saying the brief doesn't confirm his qualifications and deferring to Phil.
    rejected: “He doesn't rely on formal certifications, preferring to let his track record — from building banking assistants to shaping the Hoot evaluation platform — speak for itself.”
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer claims Phil 'shaped the Hoot evaluation platform', which is not the wording in the brief. The answer implies a track record of 'building banking assistants', which overclaims his specific role as stated.
    rejected: “shaping the Hoot evaluation platform”
Qwen 3 235B PASS · accuracy 100% · groundedness 100% · 2,604ms
I can't confirm specific certifications or formal qualifications held by Phil Robin — that detail isn't in the information available to me. Phil has over 30 years of experience in technology and analytics, with recent focus on AI evaluation, conversational AI and cloud cost analysis, as demonstrated in his work with organisations like Medibank, Telstra and Westpac. If you'd like to know more about his background, I can pass your query to him directly.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Gemini 3.5 Flash PASS · accuracy 100% · groundedness 100% · 2,075ms
Phil has over 30 years of experience in technology, data science, and analytics, which serves as the foundation for his work in AI evaluation and cloud optimization. I don't have a list of his formal academic qualifications or specific vendor certifications here in my brief. If you'd like, I can ask Phil to send those details directly to you, or you can reach him at phil@trompit.com.au.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 5 PASS · accuracy 100% · groundedness 100% · 3,191ms
I can't confirm specific certifications or qualifications for Phil beyond what's in his professional background here — this brief doesn't list formal credentials, just his track record: over 30 years in technology and analytics, with hands-on work spanning conversational AI builds for Medibank and major banks, analytics consulting for Telstra, and shaping Dirawong's Hoot evaluation platform. If certifications matter for your decision, that's a good direct question for Phil at phil@trompit.com.au.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 PASS · accuracy 100% · groundedness 100% · 3,857ms
Certifications aren't something this brief covers, so I can't confirm what Phil holds. What I can say is that he has more than 30 years of practical experience in technology and analytics, with hands-on delivery across conversational AI, evaluation frameworks and cloud cost analysis — including work for organisations like Medibank, Telstra and Westpac. For anything specific about his credentials, phil@trompit.com.au is the right place to ask.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 2,325ms
I can’t confirm any formal certifications or qualifications from the information I have here. What I can say is that Phil Robin has more than 30 years’ experience in technology and analytics, with recent work focused on AI evaluation, conversational AI, analytics and AWS cost analysis. For formal credentials, it’s best to ask Phil directly at phil@trompit.com.au.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 2,752ms
That's not something I can confirm — certifications and qualifications aren't covered in what I have here. What I can tell you is that Phil has over 30 years in technology and analytics, with current focus on AI evaluation, conversational AI and analytics, including AWS cloud cost work in financial services. If credentials matter for your situation, Phil's the one to ask directly at phil@trompit.com.au.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-020I've seen the Hoot platform mentioned — was that something Tromp IT built, or more of an advisory role?
✓ Gemini 3.5 Flash-Lite✓ Qwen 3 235B• Gemini 3.5 Flash✓ Sonnet 5✓ Sonnet 4.6✓ GPT-5.5✓ Opus 5 6 confirmed · 7 likely of 7
Gemini 3.5 Flash-Lite PASS · accuracy 100% · groundedness 100% · 1,342ms
Phil played a key role in shaping Hoot as an enterprise AI testing and validation platform for chatbots, RAG pipelines and agentic AI systems. Tromp IT doesn't own, build, resell or implement it, but Phil can advise on whether it suits your specific needs.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Qwen 3 235B PASS · accuracy 100% · groundedness 100% · 2,875ms
Phil played a key role in shaping Dirawong's Hoot platform, particularly in designing its multi-judge evaluation frameworks and LLM-as-judge approaches. Tromp IT did not build or own the platform — the work was delivered through Dirawong, and Phil acted in an advisory capacity. He can help assess whether Hoot or another platform suits a client’s needs, but Tromp IT doesn’t resell or implement it.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Gemini 3.5 Flash FAIL · accuracy 75% · groundedness 75% · 1,892ms
Phil played a key role in shaping Hoot, which is Dirawong's enterprise AI testing and validation platform. Tromp IT didn't build or own the platform, and we don't resell or implement it. Instead, Phil can act as an independent advisor to help you decide if Hoot suits your needs and assist you in getting set up on it.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Phil 'can act as an independent advisor' to help with Hoot setup, but the brief states he does not implement it and explicitly forbids implying capability beyond what is written. Ada overstates Phil's role by suggesting he actively helps clients 'get set up on it,' which goes beyond the brief's statement that he 'can advise on whether it suits them' without implementation involvement.
    rejected: “Phil can act as an independent advisor to help you decide if Hoot suits your needs and assist you in getting set up on it.”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 5 PASS · accuracy 100% · groundedness 100% · 2,941ms
It's an advisory role, not something Tromp IT built. Hoot is Dirawong's enterprise AI testing and validation platform, and Phil played a key role in shaping it — including its multi-judge evaluation frameworks and LLM-as-judge approaches. Tromp IT can advise on whether Hoot suits a given need, but it doesn't own, build, resell or implement it — that distinction matters given the vendor-independent positioning.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 PASS · accuracy 100% · groundedness 100% · 4,077ms
Phil played a key role in shaping the Hoot platform — contributing to its design, including the multi-judge evaluation frameworks and LLM-as-judge approaches it uses. But Hoot is Dirawong's platform, not Tromp IT's, and that work was delivered through Dirawong rather than directly by Tromp IT. Where it's relevant, Phil can advise on whether Hoot suits a client's needs — but Tromp IT doesn't own, resell or implement it.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 1,933ms
Hoot is Dirawong’s platform, not Tromp IT’s. Phil played a key role in shaping it, particularly around enterprise AI testing and validation for LLM chatbots, RAG pipelines and agentic systems. Tromp IT does not own, build, resell or implement Hoot, but Phil can advise independently on whether a platform like that suits a particular evaluation need.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 2,220ms
Neither, quite — Hoot is Dirawong's platform, not Tromp IT's. Phil played a key role in shaping it, including its multi-judge evaluation and LLM-as-judge frameworks, but he doesn't own, build, resell or implement it. If ongoing structured testing at scale is what you need, he can advise on whether Hoot suits you without any stake in the answer.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-021What's the most complex AI evaluation engagement Tromp IT has taken on?
✓ Gemini 3.5 Flash-Lite✗ Qwen 3 235B• Gemini 3.5 Flash✓ Sonnet 5✓ Sonnet 4.6✓ GPT-5.5✓ Opus 5 5 confirmed · 6 likely of 7
Gemini 3.5 Flash-Lite PASS · accuracy 100% · groundedness 100% · 1,655ms
That would be the work behind Ada, the very assistant you are talking to right now. Phil designed a test set of 189 questions and ran them against seven different model backends to measure accuracy, groundedness, latency and cost. Every single answer was marked independently by a four-model judge panel, and every tool call was checked in code against what the runtime actually did. It is all published on the site as a live demonstration of Tromp IT's AI Evaluation and Testing service.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Qwen 3 235B FAIL · accuracy 0% · groundedness 25% · 2,576ms
The most complex AI evaluation involved Medibank's Nurse on Call triage chatbot, where Phil led both the development of the Cognigy-based assistant and the implementation of an automated testing platform to validate its performance at scale. This required rigorous test design, failure analysis, and ongoing validation to ensure clinical safety and accuracy. The engagement combined conversational AI expertise with robust evaluation frameworks, reflecting Tromp IT’s focus on evidence-based assessment.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Phil 'led both the development' of the Medibank chatbot, but the brief states only that he 'Developed a medical triage chatbot' — it does not say he led development of the testing platform, and it does not establish him as the lead on the project overall. Ada invents substantive detail about the engagement (clinical safety focus, 'rigorous test design', 'ongoing validation') that is not in the brief, and overstates Phil's role beyond what is documented.
    rejected: “Phil led both the development of the Cognigy-based assistant and the implementation of an automated testing platform”
  • Gemini 2.5 Flash (acc 0.0, gnd 0.0) — The brief states that Phil developed the chatbot and implemented the testing platform through Dirawong, not directly as a Tromp IT engagement. The answer implies that the Medibank engagement was a direct Tromp IT project, which contradicts the brief's statement about how engagements under 'Selected experience' were delivered.
    rejected: “The most complex AI evaluation involved Medibank's Nurse on Call triage chatbot, where Phil led both the development of the Cognigy-based assistant and the implementation of an automated testing platform to validate its performance at scale.”
  • GPT-5-mini (acc 0.0, gnd 0.5) — The brief does not state that the Medibank engagement was 'the most complex'. The answer repeats brief facts but overstates by ranking complexity and implying clinical-safety validation beyond what the brief specifies.
    rejected: “The most complex AI evaluation involved Medibank's Nurse on Call triage chatbot”
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer incorrectly states Phil led the development of the Medibank chatbot. The answer overclaims Phil's role and implies a direct Tromp IT engagement.
    rejected: “Phil led both the development of the Cognigy-based assistant and the implementation of an automated testing platform”
Gemini 3.5 Flash FAIL · accuracy 100% · groundedness 88% · 2,432ms
Tromp IT's most complex evaluation project was our own published benchmark of Ada, the assistant you are speaking with right now. Phil ran a test set of 189 complex questions against seven different model backends, using a panel of four LLM judges to mark the accuracy and groundedness of every single response. We also verified every tool call in code to ensure the models were actually executing actions rather than just claiming to.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 0.5) — The reply adds an unsupported subjective ranking ('most complex') that the brief does not state.
    rejected: “Tromp IT's most complex evaluation project was our own published benchmark of Ada, the assistant you are speaking with right now.”
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 5 PASS · accuracy 100% · groundedness 100% · 5,249ms
The most substantial published example is the Ada comparison — the assistant you're talking to right now. Phil ran a 189-question set against seven different model backends, with every answer marked independently by a four-model judge panel, and every tool call checked in code against what actually happened rather than what the reply claimed. It covers accuracy, groundedness, latency and cost per thousand conversations, and it deliberately reports the questions the judges couldn't agree on rather than papering over them — it's linked from the site if you want to see the detail. Beyond that, Phil's experience spans a medical triage chatbot build for Medibank and shaping Dirawong's Hoot platform for multi-judge evaluation at scale, but the Ada work is the fullest public demonstration of the evaluation methodology itself.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 PASS · accuracy 100% · groundedness 100% · 4,066ms
The Ada evaluation is probably the most fully documented — one 189-question test set run against seven model backends, with every answer scored independently by a four-model judge panel, and every tool call verified in code against what the runtime actually did rather than what the reply claimed. The published comparison covers accuracy, groundedness, latency and cost per thousand conversations, and it's linked from the site if you want to see how it's structured.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 2,525ms
The clearest public example is Ada, the assistant you’re speaking to now, because Tromp IT has published the evaluation method and results. Phil ran a 189-question test set across seven model backends, with every answer marked by a four-model judge panel and every tool call checked against the runtime record. It covered accuracy, groundedness, latency and cost, and it reported judge disagreement rather than hiding it.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 2,510ms
The most involved one that's published is Ada herself — the assistant you're talking to now. Phil ran a 189-question set against seven model backends, with every answer marked independently by a four-model judge panel, and every tool call verified in code against what the runtime actually did rather than what the reply claimed. The published comparison covers accuracy, groundedness, latency and cost per thousand conversations, and it reports the questions the panel couldn't agree on instead of quietly resolving them. It's linked from the site if you want to see the structure.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-022Is Tromp IT affiliated with any of the major cloud providers — AWS, Azure, Google?
• Gemini 3.5 Flash-Lite• Qwen 3 235B• Gemini 3.5 Flash• Sonnet 5• Sonnet 4.6✓ GPT-5.5✓ Opus 5 2 confirmed · 6 likely of 7
Gemini 3.5 Flash-Lite FAIL · accuracy 75% · groundedness 75% · 1,370ms
No, Tromp IT is completely independent and has no vendor affiliations with AWS, Azure, Google or any other AI or cloud platform. Phil evaluates systems strictly on their merits rather than pushing a specific vendor's stack.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Tromp IT has 'no vendor affiliations' with cloud providers, but the brief states Phil has 'primarily AWS experience' and worked on AWS cloud cost analysis, which implies a working relationship, not independence from all vendors. Ada invents the characterization 'completely independent' and 'no vendor affiliations' — the brief says Tromp IT is 'vendor-independent' (meaning it doesn't sell platforms), not that it has no working relationships with cloud providers. Ada also attributes a philosophy ('pushing a specific vendor's
    rejected: “No, Tromp IT is completely independent and has no vendor affiliations with AWS, Azure, Google or any other AI or cloud platform. Phil evaluates systems strictly on their merits rather than pushing a specific vendor's stack.”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Qwen 3 235B FAIL · accuracy 75% · groundedness 75% · 2,166ms
Tromp IT is vendor-independent and not affiliated with AWS, Azure, Google or any other cloud provider. Phil evaluates AI and cloud systems objectively, regardless of platform, and has worked with clients using various infrastructures. His focus is on measuring performance, cost and effectiveness — not promoting any specific vendor. The same independence applies to AI platforms like OpenAI or Anthropic.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Tromp IT is 'not affiliated with AWS, Azure, Google or any other cloud provider' and extends this to AI platforms like OpenAI or Anthropic, but the brief does not state non-affiliation with AI platforms and explicitly contradicts the claim about Anthropic. Ada invents a claim about non-affiliation with AI platforms that the brief does not support, and misrepresents the relationship with Anthropic, which processes this chat's conversations.
    rejected: “The same independence applies to AI platforms like OpenAI or Anthropic.”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Gemini 3.5 Flash FAIL · accuracy 50% · groundedness 62% · 1,945ms
No, Tromp IT is completely vendor-independent and has no affiliations with any cloud providers. Phil Robin established the business this way so he can evaluate your AI systems and cloud spend without any bias or platform pressure. We measure whether your setup is actually working and cost-effective, regardless of the technology you use.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada invents a claim about Phil's founding intention that is not stated in the brief. Ada fabricates Phil's personal motivation for establishing vendor-independence, which the brief does not support.
    rejected: “Phil Robin established the business this way so he can evaluate your AI systems and cloud spend without any bias or platform pressure.”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer invents a motive for the business structure. The answer overclaims by stating a motive not supported by the brief.
    rejected: “Phil Robin established the business this way so he can evaluate your AI systems and cloud spend without any bias or platform pressure.”
Claude Sonnet 5 FAIL · accuracy 75% · groundedness 75% · 3,063ms
Tromp IT is vendor-independent — it doesn't hold partnerships or certifications with AWS, Azure or Google. Phil's practical experience is primarily with AWS, particularly around cloud cost analysis, but the evaluation work itself is platform-independent and can assess AI systems built on any of those providers. That independence is actually part of the value: a score means more when the people producing it aren't also selling you the platform.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Tromp IT 'doesn't hold partnerships or certifications' with cloud providers, but the brief never states this and does not support the claim about certifications. Ada invents a detail about certifications that is not in the brief and overstates the independence claim by framing it as an explicit positioning statement when the brief only says Tromp IT is 'vendor-independent' in the context of not selling AI platforms.
    rejected: “Tromp IT is vendor-independent — it doesn't hold partnerships or certifications with AWS, Azure or Google.”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 FAIL · accuracy 75% · groundedness 88% · 3,556ms
Tromp IT is vendor-independent — no affiliations, reseller arrangements or certifications with AWS, Azure or Google. The point is to measure whether AI systems are working, not to advocate for a platform. Phil does have hands-on AWS experience from cloud cost optimisation work, and the AI evaluation work covers systems built on any platform. That independence is deliberate — it's what makes the findings credible.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 0.0, gnd 0.5) — The reply correctly states vendor-independence and Phil's AWS experience but asserts 'no ... certifications' which the brief does not state. Most claims trace to the brief, but declaring an absence of certifications oversteps what the brief specifies.
    rejected: “Tromp IT is vendor-independent — no affiliations, reseller arrangements or certifications with AWS, Azure or Google.”
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 2,791ms
No. Tromp IT is vendor-independent and does not sell AI or cloud platforms. Phil Robin can evaluate AI systems built on AWS, Azure, OpenAI, Anthropic, Google or other platforms, but the work is about measuring whether they are working, not promoting a vendor.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 2,790ms
No — Tromp IT is vendor-independent, with no affiliation or partnership with any cloud or AI provider. That's deliberate: Phil's focus is measuring whether AI systems actually work, not selling the platforms they run on. Practically, it means evaluation can assess an application regardless of whether it sits on AWS, Azure, OpenAI or Anthropic, and Phil's cloud cost work is primarily AWS experience.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-023How did Tromp IT come to work with a company like Medibank — was that a referral, a tender, something else?
✓ Gemini 3.5 Flash-Lite✗ Qwen 3 235B✓ Gemini 3.5 Flash✓ Sonnet 5✓ Sonnet 4.6✓ GPT-5.5✓ Opus 5 6 confirmed · 6 likely of 7
Gemini 3.5 Flash-Lite PASS · accuracy 100% · groundedness 100% · 1,426ms
I cannot answer that — the background details of how that engagement came about are not something I have in my brief. Phil's work on the medical triage chatbot for Nurse on Call involved building the system using Cognigy and implementing automated conversational testing. If you'd like to ask him about how that came together, I can have him reach out to you directly.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Qwen 3 235B FAIL · accuracy 25% · groundedness 50% · 1,969ms
Tromp IT worked with Medibank through Dirawong, the company behind the Hoot platform, where Phil played a key role in shaping the conversational testing platform used in the project. The engagement was delivered as part of that broader arrangement, not directly by Tromp IT. Phil led the design and implementation of the automated testing framework for the Nurse on Call chatbot, leveraging his expertise in AI evaluation.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada invents a false causal link between the Hoot platform work and the Medibank engagement, and misrepresents the relationship between Tromp IT, Dirawong, and the Medibank project. Ada fabricates substantive detail about how the Medibank engagement came about and conflates two separate pieces of experience (Hoot platform shaping and Medibank work) into a false narrative of connection.
    rejected: “Tromp IT worked with Medibank through Dirawong, the company behind the Hoot platform, where Phil played a key role in shaping the conversational testing platform used in the project. The engagement was delivered as part of that broader arrangement”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 0.0, gnd 0.5) — The answer asserts Phil 'led the design and implementation' of the Nurse on Call testing framework, which the brief does not state. The reply correctly says the Medibank work was delivered through Dirawong, but it overstates Phil's specific role in the Medibank project.
    rejected: “Phil led the design and implementation of the automated testing framework for the Nurse on Call chatbot”
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer incorrectly claims Phil led the design and implementation. The answer overclaims Phil's role and adds unsupported detail.
    rejected: “Phil led the design and implementation of the automated testing framework for the Nurse on Call chatbot”
Gemini 3.5 Flash PASS · accuracy 100% · groundedness 100% · 2,021ms
That work was delivered through a consultancy called Dirawong rather than as a direct contract held by Tromp IT. Phil was engaged as a specialist within their delivery team to build the triage chatbot and testing platform. For any deeper background on how that engagement came together, Phil would be the best person to ask directly.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 5 PASS · accuracy 100% · groundedness 100% · 3,866ms
I don't have those details in what I can share — I only know the shape of the work itself, not how the engagement came about commercially. That's a question for Phil directly, at phil@trompit.com.au, if you want the background on it. What I can tell you is what was actually delivered: a medical triage chatbot for the Nurse on Call service, built on Cognigy, plus an automated conversational testing platform to go with it.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 PASS · accuracy 100% · groundedness 100% · 4,216ms
That's a question Phil would be much better placed to answer — how specific engagements come about isn't something I have detail on, and I wouldn't want to guess at it. What I can tell you is that the Medibank work involved building a medical triage chatbot for the Nurse on Call service using Cognigy, alongside an automated conversational testing platform. If the background story matters for your purposes, phil@trompit.com.au is the right address — he can speak to it directly.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 2,484ms
I can’t confirm whether the Medibank work came through a referral, tender or another path. What I can say is that Phil developed a medical triage chatbot for the Nurse on Call service using Cognigy, and implemented an automated conversational testing platform. That engagement was delivered through Dirawong, not held directly by Tromp IT.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 2,895ms
I don't have anything in my brief about how that engagement came about. What I can tell you is what the work was: Phil developed a medical triage chatbot for the Nurse on Call service using Cognigy, and implemented an automated conversational testing platform. Worth noting too that the engagements under Selected experience were delivered through Dirawong rather than by Tromp IT directly — Phil's the one to ask about the origin story.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-024Has Phil Robin published anything — papers, articles, conference talks — that I could look at to gauge his expertise?
✓ Gemini 3.5 Flash-Lite• Qwen 3 235B✓ Gemini 3.5 Flash✓ Sonnet 5✓ Sonnet 4.6✓ GPT-5.5✓ Opus 5 6 confirmed · 6 likely of 7
Gemini 3.5 Flash-Lite PASS · accuracy 100% · groundedness 100% · 1,294ms
Phil has published a detailed case study right here on the site — the Ada project comparison, which covers accuracy, groundedness, latency, and cost across seven model backends. It is structured around an independent evaluation framework and shows exactly how Phil approaches measurement and testing in practice.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Qwen 3 235B FAIL · accuracy 50% · groundedness 62% · 2,287ms
Phil shares his work through client engagements and public demonstrations like the evaluation of Ada, the assistant you're talking to, which is published on this site. He has not published academic papers or conference talks, but his practical work in AI evaluation and analytics is reflected in projects for organisations like Medibank, Telstra and Westpac. For a detailed look at his approach, the Ada evaluation covers methodology, test design and results transparently.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Phil has not published academic papers or conference talks, but the brief contains no information about Phil's publishing history or speaking engagements. Ada invents a negative fact not stated in the brief. The brief is silent on whether Phil has published papers or given talks; Ada should defer to Phil rather than assert he has not.
    rejected: “He has not published academic papers or conference talks”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 0.0, gnd 0.5) — The answer asserts Phil 'has not published academic papers or conference talks', which is not stated in the brief. Most claims trace to the brief, but the definitive negative about academic publications overreaches the brief's silence on that point.
    rejected: “He has not published academic papers or conference talks,”
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Gemini 3.5 Flash PASS · accuracy 100% · groundedness 100% · 2,086ms
Phil has published a detailed evaluation report on the Tromp IT website based on Ada, the AI assistant you are talking to right now. The evaluation covers accuracy, groundedness, latency, and cost across seven different model backends using a four-model judge panel. It is a practical, fully documented demonstration of his AI evaluation and testing work, and you can find it linked directly on this site.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 5 PASS · accuracy 100% · groundedness 100% · 3,811ms
The most concrete thing to point you to is the Ada comparison itself — the published evaluation Phil ran using this very assistant, testing 189 questions across seven model backends with a four-model judge panel checking every answer and every tool call. It's linked from the Tromp IT website and covers accuracy, groundedness, latency and cost. Beyond that, I don't have a list of papers or conference talks to point you to — if Phil has published elsewhere, that's a question for him directly at phil@trompit.com.au.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 PASS · accuracy 100% · groundedness 100% · 5,773ms
The published work I can point to directly is the Ada evaluation report — it's linked from this website. Phil ran a 189-question test set against seven model backends, scored every answer with a four-model judge panel, and checked every tool call in code against what the runtime actually did. It covers accuracy, groundedness, latency and cost per thousand conversations, and it reports the questions the panel couldn't agree on rather than resolving them quietly. For papers, conference talks or other publications beyond that, I can't confirm what exists — Phil is the right person to ask, and you can reach him at phil@trompit.com.au.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 3,355ms
The main public piece I can point to is Phil’s published evaluation of Ada, the assistant you’re using now, which is linked from the Tromp IT site. It compares seven model backends using a 189-question test set, four-model judging, tool-call verification, latency and cost analysis. I don’t have a confirmed list of Phil’s papers, articles or conference talks beyond that, so the cleanest next step for publications specifically is to ask him directly at phil@trompit.com.au.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 3,750ms
The one published piece I can point you to is the Ada evaluation — a comparison of seven model backends across a 189-question set, marked by a four-model judge panel, covering accuracy, groundedness, latency and cost. It's linked from this site, and it's a fair read on how Phil approaches evaluation work, including that it reports the questions the panel couldn't agree on rather than tidying them away. Beyond that, papers or talks aren't something I can confirm — Phil's the one to ask directly at phil@trompit.com.au.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-025What was the banking work actually about — were you evaluating those assistants or helping build them?
• Gemini 3.5 Flash-Lite• Qwen 3 235B✓ Gemini 3.5 Flash✓ Sonnet 5✓ Sonnet 4.6✓ GPT-5.5✓ Opus 5 5 confirmed · 7 likely of 7
Gemini 3.5 Flash-Lite FAIL · accuracy 75% · groundedness 75% · 1,348ms
Phil worked as a data scientist tuning conversational language and intent models for Westpac, BT, and Standard Chartered Bank. His focus was on intent classification, model performance, and language coverage across those builds. It was part of his earlier career work delivered in Australia and Hong Kong.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada names a client organisation (Standard Chartered Bank) that is not listed in the brief's banking work section. The brief explicitly forbids naming client organisations beyond the three listed (Westpac, BT, Standard Chartered), and Standard Chartered is not one of those three.
    rejected: “Phil worked as a data scientist tuning conversational language and intent models for Westpac, BT, and Standard Chartered Bank.”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Qwen 3 235B FAIL · accuracy 75% · groundedness 75% · 1,631ms
Phil worked as a data scientist helping build and tune those enterprise banking assistants, primarily focusing on intent classification, language modelling and performance measurement. This was delivered through Dirawong, not directly under Tromp IT.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims the banking work was 'delivered through Dirawong', but the brief states it was not. Ada invents a false constraint about delivery that contradicts the brief's explicit statement.
    rejected: “This was delivered through Dirawong, not directly under Tromp IT.”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Gemini 3.5 Flash PASS · accuracy 100% · groundedness 100% · 1,914ms
Phil's role with those banking assistants was on the build and optimization side rather than independent evaluation. He worked as a data scientist tuning the conversational language and intent models to improve their performance and language coverage. That work was delivered in Australia and Hong Kong for Westpac, BT, and Standard Chartered Bank.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 5 PASS · accuracy 100% · groundedness 100% · 2,279ms
The banking work was building, not evaluating — Phil worked as a data scientist tuning conversational language and intent models for assistants at Westpac, BT (Bankers Trust) and Standard Chartered Bank. The focus was intent classification, model performance and language coverage, delivered in Australia and Hong Kong. That's a different role from the AI Evaluation & Testing work Tromp IT does now, which is about independently measuring whether systems like that actually work.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 PASS · accuracy 100% · groundedness 100% · 4,051ms
The banking work was on the build side — Phil worked as a data scientist tuning conversational language and intent models for assistants at Westpac, BT and Standard Chartered Bank. The focus was intent classification, model performance and language coverage, with some of that work delivered in Hong Kong as well as Australia. Evaluation as a distinct discipline — independent testing, failure analysis, judge frameworks — is where Tromp IT is focused now.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 3,905ms
That banking work was mainly helping build and tune the assistants, not acting as an independent evaluator in the way Tromp IT does now. Phil worked as a data scientist on conversational language and intent models for Westpac, BT and Standard Chartered Bank, focused on intent classification, model performance and language coverage. Those projects were delivered in Australia and Hong Kong, and they sit in Phil’s selected experience rather than being Tromp IT contracts directly.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 2,528ms
Building and tuning them, rather than evaluating them independently. Phil worked as a data scientist on enterprise banking assistants for Westpac, BT and Standard Chartered — the focus was intent classification, model performance and language coverage. That work was delivered in Australia and Hong Kong.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-026What did Phil actually do at Telstra?
✓ Gemini 3.5 Flash-Lite✓ Qwen 3 235B• Gemini 3.5 Flash✓ Sonnet 5• Sonnet 4.6✓ GPT-5.5✓ Opus 5 5 confirmed · 6 likely of 7
Gemini 3.5 Flash-Lite PASS · accuracy 100% · groundedness 100% · 1,179ms
Phil was engaged as an analytics consultant to build the data models measuring how Telstra's voice recognition systems performed in production. That meant looking at what actually happened when real callers used them, rather than just how they scored in a lab.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Qwen 3 235B PASS · accuracy 100% · groundedness 100% · 1,578ms
Phil worked as an analytics consultant, building data models to measure how Telstra’s voice recognition systems performed in real-world use — not just in controlled tests, but with actual callers.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Gemini 3.5 Flash FAIL · accuracy 100% · groundedness 75% · 2,061ms
At Telstra, Phil worked as an analytics consultant to build the data models that measured how their voice recognition systems performed in production. Instead of relying on lab results, he focused on analyzing what actually happened when real customers used the systems. Would you like to know more about how Tromp IT handles voice and conversational analytics today?

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 0.5) — The answer correctly states what Phil did, but then asks a question about Tromp IT's current voice and conversational analytics capabilities that the brief does not support — voice recognition systems are not listed as a current service.
    rejected: “Would you like to know more about how Tromp IT handles voice and conversational analytics today?”
  • Gemini 2.5 Flash (acc 1.0, gnd 0.5) — The answer includes a trailing question that is not directly supported by the brief's instructions for ending replies, which state the default ending is a plain statement.
    rejected: “Would you like to know more about how Tromp IT handles voice and conversational analytics today?”
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 5 PASS · accuracy 100% · groundedness 100% · 2,871ms
At Telstra, Phil was engaged as an analytics consultant to build the data models measuring how their voice recognition systems performed in production. The focus wasn't on lab scores — it was on what actually happened when real callers used the system. If you'd like more detail than that, Phil's the one to ask directly at phil@trompit.com.au.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 FAIL · accuracy 100% · groundedness 88% · 4,094ms
Phil was brought in as an analytics consultant to build the data models that measured how Telstra's voice recognition systems performed in production — not lab scores, but what actually happened when real callers used them. That distinction matters: production behaviour and benchmark performance often diverge, and the work was about making that gap visible.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 0.5) — Ada adds interpretive commentary ('That distinction matters: production behaviour and benchmark performance often diverge') that goes beyond what the brief states about the Telstra engagement.
    rejected: “That distinction matters: production behaviour and benchmark performance often diverge, and the work was about making that gap visible.”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 1,730ms
Phil was engaged as an analytics consultant to build the data models used to measure how Telstra’s voice recognition systems performed in production. The important distinction is that this looked at what happened when real callers used the systems, not just how they scored in lab testing.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 5,235ms
Phil was engaged there as an analytics consultant, building the data models that measured how Telstra's voice recognition systems performed in production. The distinction that mattered was real callers versus lab scores — what actually happened when people used the system, not how it benchmarked. Anything beyond that is best asked of Phil directly at phil@trompit.com.au.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-027Who is Dirawong, and what's their relationship with Tromp IT?
✓ Gemini 3.5 Flash-Lite• Qwen 3 235B✗ Gemini 3.5 Flash• Sonnet 5• Sonnet 4.6✓ GPT-5.5✓ Opus 5 3 confirmed · 5 likely of 7
Gemini 3.5 Flash-Lite PASS · accuracy 100% · groundedness 100% · 1,474ms
Dirawong is a company where Phil shaped the Hoot enterprise AI testing platform, and Tromp IT is an independent consultancy. Other than Ada — Tromp IT's own site assistant — the engagements listed under Tromp IT's selected experience were delivered through Dirawong. Tromp IT is platform-independent, so while Phil knows Hoot well, he doesn't own, resell, or build it.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Qwen 3 235B FAIL · accuracy 50% · groundedness 62% · 2,289ms
Dirawong is a company where Phil previously worked on AI evaluation projects, including shaping the Hoot platform for testing LLM-powered systems. Tromp IT is now an independent consultancy, and while Phil played a key role in developing Hoot through Dirawong, Tromp IT does not own or resell the platform.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Phil 'previously worked' at Dirawong, but the brief states Phil played a key role in shaping Hoot through Dirawong without establishing that as a past employment relationship or implying he no longer works with them in that capacity. Ada invents the framing that Dirawong is 'where Phil previously worked' and that 'Tromp IT is now an independent consultancy' implying a separation, when the brief only states that engagements were delivered through Dirawong and Phil shaped the Hoot platform there—it does not characterize this as pa
    rejected: “Dirawong is a company where Phil previously worked on AI evaluation projects”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer incorrectly states Phil previously worked at Dirawong. The answer overclaims by stating a past employment relationship not supported by the brief.
    rejected: “Dirawong is a company where Phil previously worked”
Gemini 3.5 Flash FAIL · accuracy 50% · groundedness 50% · 2,028ms
Dirawong is a consulting firm that Phil Robin has collaborated with to deliver several key enterprise projects. Tromp IT works both directly with clients and as a specialist subcontractor within delivery teams like Dirawong's. For example, Phil played a key role in shaping Dirawong's Hoot platform for AI testing, and the case studies on our site were delivered through them.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Phil 'played a key role in shaping Dirawong's Hoot platform' when the brief states he 'played a key role in shaping Dirawong's Hoot platform' — this is accurate. However, Ada then states 'the case studies on our site were delivered through them' which is partially inaccurate: the brief sp Ada omits the critical disclosure that Tromp IT held those contracts through Dirawong as a subcontractor, not directly. The brief states: 'Other than Ada — the assistant on this site, which is Tromp …'s own — the engagements under Selected experience were delivered through Dirawong. This is stated
    rejected: “the case studies on our site were delivered through them”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 0.5) — Calling Dirawong 'a consulting firm' is a mild inference not stated in the brief; the brief only says engagements were delivered through Dirawong.
    rejected: “Dirawong is a consulting firm”
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer incorrectly claims the case studies on the site were delivered through Dirawong. The answer overclaims by implying a broader set of 'case studies' were delivered through Dirawong.
    rejected: “the case studies on our site were delivered through them.”
Claude Sonnet 5 FAIL · accuracy 75% · groundedness 75% · 3,157ms
Dirawong is the organisation through which the engagements listed under "Selected experience" on the website were delivered — Medibank, the enterprise banking assistant work, Telstra, and the Hoot platform work all went through Dirawong, with the exception of Ada, which is Tromp IT's own. Phil Robin, who runs Tromp IT, did that work as a specialist rather than Tromp IT holding those contracts directly. If you want more detail on how that arrangement works, Phil's the one to ask.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada incorrectly lists which engagements were delivered through Dirawong. Ada invents a claim about the enterprise banking work that contradicts the brief's explicit instruction not to name those clients.
    rejected: “Medibank, the enterprise banking assistant work, Telstra, and the Hoot platform work all went through Dirawong”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 FAIL · accuracy 75% · groundedness 75% · 5,288ms
Dirawong is the consulting and delivery firm through which Phil delivered several of the engagements listed on the Tromp IT site — including the Medibank triage chatbot work, the banking assistant projects, and the Hoot platform work. Phil also played a key role in shaping Dirawong's Hoot platform (hoothoot.ai), an enterprise AI testing and validation product, though Tromp IT doesn't own, build, resell or implement it. Tromp IT's own engagements are delivered directly or as a specialist subcontractor within teams like Dirawong's — that's the relationship in a sentence.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada incorrectly attributes the Medibank and banking assistant work to Dirawong delivery, when the brief states these were delivered through Dirawong but does not say Dirawong is the firm through which Phil delivered them. Ada overstates the relationship and misrepresents which engagements were delivered through Dirawong versus directly by Tromp IT.
    rejected: “Dirawong is the consulting and delivery firm through which Phil delivered several of the engagements listed on the Tromp IT site — including the Medibank triage chatbot work, the banking assistant projects, and the Hoot platform work.”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 2,937ms
Dirawong is a consulting and delivery organisation associated with several of the selected experience items on this site. Other than Ada, the assistant you are using now, those engagements were delivered through Dirawong rather than held directly by Tromp IT. Phil Robin also played a key role in shaping Dirawong’s Hoot platform for enterprise AI testing and validation. Tromp IT is independent and does not own, build, resell or implement Hoot.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 2,776ms
Dirawong is the consultancy through which the engagements listed under Selected experience were delivered — Medibank, Telstra, the banking assistants and so on. Tromp IT works directly with organisations and also as a specialist subcontractor within consulting and delivery teams, and that's the shape of the Dirawong relationship. Phil also played a key role in shaping Dirawong's Hoot platform, an enterprise AI testing and validation tool, though he doesn't own, build or resell it. Anything further about Dirawong itself is best asked of Phil directly.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-028Does Tromp IT own Hoot?
✓ Gemini 3.5 Flash-Lite✓ Qwen 3 235B✗ Gemini 3.5 Flash✓ Sonnet 5✓ Sonnet 4.6✓ GPT-5.5✓ Opus 5 6 confirmed · 6 likely of 7
Gemini 3.5 Flash-Lite PASS · accuracy 100% · groundedness 100% · 1,231ms
No, Tromp IT does not own Hoot. Phil played a key role in shaping the platform at Dirawong, but it is not owned, built, resold or implemented by Tromp IT.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Qwen 3 235B PASS · accuracy 100% · groundedness 100% · 1,552ms
No, Tromp IT doesn't own Hoot. Phil played a key role in shaping Dirawong's Hoot platform and can advise on its use, but it is not built, owned or resold by Tromp IT.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Gemini 3.5 Flash FAIL · accuracy 25% · groundedness 50% · 1,847ms
No, Tromp IT does not own Hoot. It is an enterprise AI testing platform owned by Dirawong. Phil Robin played a key role in shaping Hoot, so he can certainly advise on whether it suits your needs and help you get set up on it.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada claims Phil 'can certainly advise on whether it suits your needs and help you get set up on it', which overstates his role and commits Tromp IT to a service not established in the brief. The brief explicitly states Phil 'does not own, build, resell or implement it' and that Tromp IT 'resells nothing and pushes no product.' Ada's claim that Phil can 'help you get set up on it' implies implementation or setup support that the brief forbids.
    rejected: “he can certainly advise on whether it suits your needs and help you get set up on it”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 0.0, gnd 0.5) — The claim that Tromp IT can 'help you get set up on it' contradicts the brief's statement that Phil does not implement Hoot. Most of the answer is supported, but it overstates Tromp IT's role with Hoot by implying hands-on setup help.
    rejected: “and help you get set up on it.”
  • deepseek-v3.2 (acc 0.0, gnd 0.5) — The answer claims Phil can help a client get set up on Hoot, which the brief does not support. The answer overclaims Phil's role by implying implementation support.
    rejected: “help you get set up on it.”
Claude Sonnet 5 PASS · accuracy 100% · groundedness 100% · 2,710ms
No — Hoot is Dirawong's platform, not Tromp IT's or Phil's. Phil played a key role in shaping it as an enterprise AI testing and validation tool for chatbots, RAG pipelines and agentic AI systems, and he can advise on whether it suits your needs, but Tromp IT doesn't own, build or resell it. Tromp IT is vendor-independent — the focus is on measuring whether AI systems work, not selling a platform.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 PASS · accuracy 100% · groundedness 100% · 4,359ms
No — Hoot (hoothoot.ai) is Dirawong's platform, not Tromp IT's. Phil played a key role in shaping it, including its multi-judge evaluation frameworks and LLM-as-judge approaches, but he doesn't own, build, resell or implement it. If a client's needs point toward ongoing, structured testing at scale, Phil can advise on whether Hoot is the right fit — without any commercial stake in the answer.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 2,079ms
No. Hoot is Dirawong’s enterprise AI testing and validation platform, and Phil played a key role in shaping it. Tromp IT does not own, build, resell or implement Hoot, but Phil can advise independently on whether a platform like Hoot suits your evaluation needs.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 2,639ms
No — Hoot is Dirawong's platform, not Tromp IT's. Phil played a key role in shaping it, including its multi-judge evaluation and LLM-as-judge frameworks, but he doesn't own, build, resell or implement it. If ongoing structured testing at scale is what you need, he can advise on whether Hoot fits, with nothing to sell either way.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
EXP-029Has Tromp IT ever evaluated its own AI assistant?
• Gemini 3.5 Flash-Lite• Qwen 3 235B✓ Gemini 3.5 Flash✓ Sonnet 5✓ Sonnet 4.6✓ GPT-5.5✓ Opus 5 5 confirmed · 6 likely of 7
Gemini 3.5 Flash-Lite FAIL · accuracy 75% · groundedness 88% · 1,337ms
Yes, this assistant — Ada — is Tromp IT's own, and a published demonstration of the service. Phil ran a 189-question test set across seven model backends, with every answer marked independently by a four-model judge panel. Every tool call was also checked in code against what the runtime actually did. The resulting comparison covers accuracy, groundedness, latency, and cost per thousand conversations, and it's linked directly from the site.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 0.0, gnd 0.5) — The brief does not say Phil personally ran the 189-question test. All substantive claims match the brief except attributing the test run to Phil, which the brief does not confirm.
    rejected: “Phil ran a 189-question test set across seven model backends, with every answer marked independently by a four-model judge panel.”
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Qwen 3 235B FAIL · accuracy 50% · groundedness 62% · 2,082ms
Yes — Ada, the assistant you're talking to, is a published evaluation project by Tromp IT. One set of 189 questions was tested across seven model backends, with every response judged independently by a four-model panel and every tool call verified in code. Phil led that evaluation using Tromp IT's independent testing framework.

Judge scores

  • claude-haiku-4-5 (acc 0.0, gnd 0.0) — Ada attributes the evaluation leadership to Phil, but the brief does not state that Phil led the Ada evaluation. Ada invents a detail about Phil's role that is not in the brief, overclaiming his involvement in the Ada project.
    rejected: “Phil led that evaluation using Tromp IT's independent testing framework.”
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 0.0, gnd 0.5) — The claim that "Phil led that evaluation" is not stated in the brief. The description of the Ada evaluation matches the brief, but it over-asserts Phil's role.
    rejected: “Phil led that evaluation using Tromp IT's independent testing framework.”
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Gemini 3.5 Flash PASS · accuracy 100% · groundedness 100% · 3,198ms · called record_lead
Yes, we have. Phil ran a rigorous evaluation of me against a 189-question test set across seven different model backends. Every answer was marked independently by a four-model judge panel to measure accuracy, groundedness, latency, and cost.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 5 PASS · accuracy 100% · groundedness 100% · 3,115ms
Yes — Ada is the example. Phil ran a 189-question test set against seven different model backends, with every answer independently marked by a four-model judge panel, and every tool call checked in code against what actually happened rather than what the reply claimed. The published comparison covers accuracy, groundedness, latency and cost per thousand conversations, and it deliberately reports the questions the judges disagreed on rather than quietly resolving them — it's linked from the website if you want to see how it's structured.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Sonnet 4.6 PASS · accuracy 100% · groundedness 100% · 4,356ms
Yes — Ada (the assistant you're talking to right now) is a published evaluation case study. One 189-question test set was run against seven different model backends, with every answer marked by a four-model judge panel, and every tool call verified in code against what the runtime actually did. The published comparison covers accuracy, groundedness, latency and cost per thousand conversations — and it reports the questions the panel couldn't agree on rather than resolving them quietly. It's linked from the Tromp IT website if you want to see how it's structured.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
GPT-5.5 PASS · accuracy 100% · groundedness 100% · 2,401ms
Yes. Ada, the assistant you’re talking to now, is Tromp IT’s own published demonstration of AI Evaluation & Testing. Phil ran a 189-question test set against seven model backends, with every answer marked by an independent four-model judge panel. The comparison reports accuracy, groundedness, latency and cost per thousand conversations, and it also shows where the judges could not agree rather than hiding those cases.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)
Claude Opus 5 PASS · accuracy 100% · groundedness 100% · 2,765ms
Yes — Ada is Tromp IT's own assistant and a published demonstration of the service. One 189-question set was run against seven model backends, with every answer marked independently by a four-model judge panel. Every tool call was also checked in code against what the runtime actually did, not what the reply claimed. The published comparison covers accuracy, groundedness, latency and cost per thousand conversations, and it reports the questions the judges couldn't agree on rather than resolving them quietly. It's linked from the site if you want to see how it's structured.

Judge scores

  • claude-haiku-4-5 (acc 1.0, gnd 1.0)
  • Gemini 2.5 Flash (acc 1.0, gnd 1.0)
  • GPT-5-mini (acc 1.0, gnd 1.0)
  • deepseek-v3.2 (acc 1.0, gnd 1.0)