AI-Powered Tenants Are Now Suing PMs (Seriously) with Adam Willis

Peter Lohmann's Podcast · Sep 3, 2026 · 1h 7m

What happens when a tenant runs their lawsuit through ChatGPT? Adam Willis, CEO of Nestwell Property Management, is finding out. His team is now fielding a wave of AI-generated small claims filings and fair housing complaints, with tenants representing themselves in court.

02:40 - Using Self Help Portals

11:05 - Shared inbox & Ticketing

14:41 - Sponsor - Enterprise Bank & Trust

16:05 - Adam’s in-house Real Estate Brokerage

22:42 - Maintenance

28:19 - Fractional Executives

32:30 - Finding talent

34:05 - Sponsor - Haven AI

35:34 - Creative compensation Plans

47:38 - AI empowered tenants

56:19 -…