Real Estate · Entrepreneurship · AI · Law
Jeffrey Rothbart — Keynote Speaker
24 years as an attorney, licensed broker, investor, law professor, and serial founder — speaking from experience, not slides.
About Jeffrey
24 Years at the Intersection of Four Fields.
Jeffrey Rothbart speaks on real estate, entrepreneurship, AI, and law — drawing on 24 years as an attorney, licensed broker, career investor, law professor, and serial founder. He has been on every side of the real estate table, retained as an expert witness 225+ times, published in Forbes and 100+ industry outlets, and personally built and run AI-driven businesses to automate his own operations. He offers practical, in-the-trenches insight — not theory.
Real Estate
- $3B+ in transactions
- $4B+ in assets valued
- $1.75B+ disposed
- Licensed Managing Broker
Expert Witness
- Retained 225+ times since 2006
- 150+ expert reports drafted
- 30+ trials testified
Law & Academia
- Illinois-licensed attorney
- LL.M. Taxation — Northwestern
- Adjunct Professor at UIC & IIT Chicago-Kent
- 40+ articles cited in 100+ publications incl. Forbes
Entrepreneurship & AI
- Serial founder, multiple simultaneous companies
- Stack Real Estate + affiliated ventures
- AI-driven service businesses — built and operated personally
Speaking Topics
Four Topics. One Speaker Who Has Lived All of Them.
Real Estate: The Full Picture
- What actually causes deals, valuations & appraisals to fail
- Lessons from 150+ expert reports and 30+ trials
- How to diversify beyond deal-by-deal income
Entrepreneurship: Starting, Marketing & Scaling
- Running multiple ventures without imploding
- Go-to-market systems that generate consistent revenue
- Finding profitable niches inside established industries
AI: What It Can and Can't Do for Your Business
- AI automation deployed in his own companies
- Where AI delivers ROI — and where it still falls short
- Building AI workflows without a technical team
Law: Navigating a Disrupted Industry
- AI's impact on legal research, drafting & dispute resolution
- Opportunities for attorneys in adjacent business verticals
- Two decades at the intersection of law and commerce
Custom Topic Upon Request
Jeffrey tailors talks to your event, industry, and audience. If your focus falls outside the four tracks above — or you want a hybrid of multiple areas — reach out and he will build something specific to your needs.
Book Jeffrey
Bring Real Experience to Your Stage
Available for conferences, corporate events, association meetings, and private workshops. Every talk is tailored to your audience.