Interviewing Legal Experts on the Quality of AI Answers

Margaret Hagan
Legal Design and Innovation
2 min readAug 22, 2024

This month, our team commenced interviews with landlord-tenant subject matter experts, including court help staff, legal aid attorneys, and hotline operators.

These legal experts are comparing and rating different AI responses to commonly asked landlord-tenant questions that individuals may get when they go online to find help.

Rating different AI answers against each other

Our team has developed a new ‘Battle Mode’ of our rating/classification platform Learned Hands. In a Battle Mode game on Learned Hands, experts compare two distinct AI answers to the same user’s query and determine which one is superior. Additionally, we have the experts speak aloud as they are playing, asking that they articulate their reasoning. This allows us to gain insights into why a particular response is deemed good or bad, helpful or harmful.

Our group will be publishing a report that evaluates the performance of various AI models in answering everyday landlord-tenant questions. Our goal is to establish a standardized approach for auditing and benchmarking AI’s evolving ability to address people’s legal inquiries. This standardized approach will be applicable to major AI platforms, as well as local chatbots and tools developed by individual groups and startups. By doing so, we hope to refine our methods for conducting audits and benchmarks, ensuring that we can accurately assess AI’s capabilities in answering people’s legal questions.

Instead of speculating about potential pitfalls, we aim to hear directly from on-the-ground experts about how these AI answers might help or harm a tenant who has gone onto the Internet to problem-solve. This means regular, qualitative sessions with housing attorneys and service providers, to have them closely review what AI is telling people when asked for information on a landlord-tenant problem. These experts have real-world experience in how people use (or don’t) the information they get online, from friends, or from other experts — and how it plays out for their benefit or their detriment.

We also believe that regular review by experts can help us spot concerning trends as early as possible. AI answers might change in the coming months & years. We want to keep an eye on the evolving trends in how large tech companies’ AI platforms respond to people’s legal help problem queries, and have front-line experts flag where there might be a big harm or benefit that has policy consequences.

Stay tuned for the results of our expert-led rating games and feedback sessions!

If you are a legal expert in landlord-tenant law, please sign up to be one of our expert interviewees below.

https://airtable.com/embed/appMxYCJsZZuScuTN/pago0ZNPguYKo46X8/form

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