Jeff Sherr on the ethical issues of AI in the legal field.

“The positives are incredible – the amount of time savings that can happen. It can make the overwhelming and crushing amount of discovery coming in more manageable, and you can do higher level searches by asking the AI to ask questions of the content.”

“I use it to teach myself by inputting lengthy studies to get up to speed and have intelligent conversations with experts.”

“AI giving feedback is where it gets dangerous and there’s where people are getting into trouble, because AI is designed to make the user satisfied to a sycophantic level.”

“The biggest problem I see is attorney-client privilege. The AI learns from your information, and what it learns from you it will apply to other users. So you have to make sure the company you are working with is not using and sharing your data with other users or other contracted companies.”

Recorded on May 27, 2026