
AI-Powered Tenants Are Now Suing PMs (Seriously) with Adam Willis
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 - What Peter is working on right now 59:07 - Where are owner/operators susceptible to disruption? 01:04:42 - Big Win opportunities Adam's back for a rare repeat episode. We cover his shift from static self-help portals to a unified, Delta-style communication experience, why Nestwell runs its own real estate brokerage under one brand, and how a resurrected in-house GC company now handles turns in-house. We also get into fractional executives, a comp plan he's since walked back, and where he thinks property management is most exposed to AI-driven disruption. If you're rethinking your comms stack, your comp plan, or curious how another operator is handling AI on both sides of the business, this one's worth a watch. Learn more and connect with Adam here: Adam on LinkedIn Nestwell PM __ Resources for Property Managers & Real Estate Entrepreneurs: - Crane – Private PM Owner Community → Join a private network of property management owners and operators: https://joincrane.co/ - Free Weekly Newsletter → Property management insights, strategies, and industry updates direct to your inbox: https://peter.beehiiv.com/subscribe - RL Property Management → Learn more about Peter's company and services in Columbus, Ohio: https://rlpmg.com/ __ Disclaimer: The content of this podcast is for informational purposes only and does not constitute professional advice. I may have consulting agreements with, or financial interests in, companies mentioned in this podcast (more info here: https://www.peterlohmann.com/financial-interest-disclosure). Additionally, some of the links included may be affiliate links, meaning I may earn a commission if you purchase through these links. Always perform your own due diligence before making any financial or business decisions.





