Rosenverse

Log in or create a free Rosenverse account to watch this video.

Log in Create free account

100s of community videos are available to free members. Conference talks are generally available to Gold members.

Hands-on AI #2: Understanding evals: LLM as a Judge

Wednesday, October 15, 2025 • Rosenfeld Community

This video is featured in the Evals + Claude playlist.

Share the love for this talk
Hands-on AI #2: Understanding evals: LLM as a Judge
Speakers: Peter Van Dijck
Link:

Summary

If you’re a product manager, UX researcher, or any kind of designer involved in creating an AI product or feature, you need to understand evals. And a great way to learn is with a hands-on example. In this second talk in the series, Peter Van Dijck of the helpful intelligence company will show you how to create an eval for an AI product using an LLM as a judge (when we use a Large Language Model to evaluate the output of another Large Language Model). We’ll have a look at how that works, but also dig into why this even works. Are we creating problems for ourselves when we let an LLM judge itself? This talk is hands on; and there will be plenty of time for questions. You will go away understanding when and how to use LLM as a judge, and build some product sense around how the best AI products today are built, and how that can help you use them more effectively yourself.

Key Insights

  • Evals are a foundational feedback loop defining what 'good' means for AI products, helping to measure and improve systems continuously.

  • Evaluating fuzzy, subjective AI outputs requires innovative approaches such as using LLMs as judges to score results.

  • Binary (yes/no) scoring is more reliable than rating scales with ranges because LLMs lack internal memory and consistency.

  • Starting evals early (week one of a project) drastically improves AI product outcomes, but many teams delay due to perceived complexity.

  • High-risk or important tasks should be prioritized for evals instead of attempting broad coverage.

  • Assigning a dedicated owner or 'benevolent dictator' for evals who works closely with domain experts accelerates feedback and quality.

  • Creating a written constitution of principles helps concretize AI behavior goals and guides prompt and model training.

  • Most current eval tooling is too technical, slowing iteration cycles and making expert involvement inefficient.

  • Custom feedback interfaces tailored to expert users significantly speed up evaluating AI outputs in domains like healthcare and law.

  • Diverse perspectives from UX, product, strategy, and domain experts are critical in defining and refining what 'good' means in AI systems.

Notable Quotes

"Evals are everywhere, right? Everybody's talking about evals. It is like one of the key things in developing useful AI products."

"You want to ask an LLM to evaluate the fuzzy stuff because there’s no black and white output."

"LLMs don’t have memory, so rating on a scale from one to five is pretty random. Better to have yes or no answers."

"One of the biggest problems in AI building is evolving your prompts and having a fast feedback loop."

"By starting to categorize risk in detail, you naturally lead to better prompts and better evals."

"A constitution is a very good exercise: write down your system’s principles and values to help guide its behavior."

"Use custom systems for experts to quickly review and rate outputs, making feedback cycles much faster."

"Evals define a shared definition of good with tests to measure it, and that is the secret sauce for building great AI products."

"Model companies are students in a classroom wanting good points—they’re happy to run external expert evals to improve."

"The more I work with evals, the more I think UX and product people need to be involved because of the need for diverse perspectives."

Ask the Rosenbot
James Wieselman Schulman
Research is a team sport: advancing the work when everyone does the research
2026 • Advancing Research 2026
Gold
Paula Bach
Improving Legacy Software: How Much Better Does it Have to Be?
2022 • Advancing Research 2022
Gold
Failure Friday #4: Invisible Work: How I Stalled My Career by Not Showing My Work
2025 • Rosenfeld Community
Dr. Jamika D. Burge
Advancing the Inclusion of Womxn in Research Practices
2022 • Advancing Research Community
Asia Hoe
Partnering with Product: A Journey from Junior to Senior Design
2023 • Design in Product 2023
Gold
Kristin Taylor
Building Bridges Across Organizational Silos
2022 • Civic Design 2022
Gold
Russ Unger
Getting Out from Under Everyone: How to Escape the Paralysis of Getting Started
2016 • Enterprise UX 2016
Gold
Tim Parmee
Changing Our Design Pressure Points
2023 • DesignOps Summit 2023
Gold
Reginé Gilbert
Asking the Right Questions: Life, Hope and Moving Forward During the Pandemic
2022 • Design at Scale 2022
Gold
Bryce Benton
[Demo] AI-powered UX enhancement: Aligning GitHub documentation with USWDS at Austin Public Library
2024 • Designing with AI 2024
Gold
Nina Jurcic
The Design System Rollercoaster: From Enabler and Bottleneck to Catalyst for Change
2023 • DesignOps Summit 2023
Gold
Amy Gawronski Zuccaro
Advice for DesignOps Employee #1
2021 • DesignOps Summit 2021
Gold
Shipra Kayan
Make your research synthesis speedy and more collaborative using a canvas
2025 • Rosenfeld Community
Davis Neable
How to Drive a Design Project When you Don’t Have a Design Team
2021 • Design at Scale 2021
Gold
Nova Wehman-Brown
We've Never Done This Before
2019 • Enterprise Experience 2019
Gold
Sam Proulx
SUS: A System Unusable for Twenty Percent of the Population
2021 • DesignOps Summit 2021
Gold

More Videos

Gillian Salerno-Rebic

"Using AI tools can help mitigate competing priorities by quickly giving feedback on big ideas from different departments."

Gillian Salerno-Rebic Mark Micheli

From Insight to Impact: How JourneySpark Used WEVO Pulse + Pro to Drive a 50% Lift in Ad Engagement

June 11, 2025

Jen Cardello

"AI tools can help synthesize large documents or conduct literature reviews to support researchers’ secondary research."

Jen Cardello Dr. Shadi Janansefat Alex Wright

Curating insight: Strategies for integrating knowledge across research functions

March 11, 2025

Alexandra Schmidt

"Sometimes the solution perceives the problem in the eyes of users, especially in enterprise spaces."

Alexandra Schmidt

Enterprise UX Playbook

December 1, 2022

Christian Crumlish

"We can design the experience of working with us just like we design for end users."

Christian Crumlish Wendy Johansson Rich Mironov Aditi Ruiz Adam Thomas

Afternoon Insights Panel

December 6, 2022

Uday Gajendar

"There are professional standards and human standards in place; we need to treat each other kindly."

Uday Gajendar Louis Rosenfeld

Day 1 Welcome

June 4, 2024

Silke Bochat

"Hiring designers in non-design functions spreads headcount across sponsors so if one area faces cuts, the whole team doesn’t suffer."

Silke Bochat

5 Antifragile Strategies for a DesignOps 2.0

September 23, 2024

Isaac Heyveld

"The trusted partnership between the chief of staff and the executive is critically important."

Isaac Heyveld

Expand DesignOps Leadership as a Chief of Staff

September 8, 2022

John Cutler

"The subtle art of taking care of yourself and giving a f in ways that generally encourage coherent behaviors."

John Cutler

The Alignment Trap

November 29, 2023

Gabrielle Verderber

"Outdated content will erode trust and make folks question whether other information is worth their time."

Gabrielle Verderber

Documentation Your Team Will Actually Use

October 3, 2023