Episode #
Lessons From A Private Founder’s Retreat
February 23, 2026

Marketing School is back with Neil and Eric live from Palm Beach unpacking founder retreats, big TAM strategy, AI disruption, and the future of universal basic income. They break down the powerful “Then, Now, Later” reflection exercise, debate whether UBI is 5 to 10 years away, and share hard-earned lessons on focus, building billion-dollar markets, and why niche businesses limit upside. You’ll also hear insights on AI-driven job displacement, SaaS cost compression, and how live peer groups accelerate growth.

Key Takeaways

Big TAM beats small niches for long-term wealth

AI may reshape jobs faster than the internet

Founder retreats create clarity and exponential growth

Chapters

(00:00) Founder Retreat Palm Beach

(02:01) Then Now Later Exercise

(05:39) Big TAM Business Strategy

(09:30) Breakers Hotel Economics

(12:20) Retreat Structure Breakdown

(15:22) Business Lessons Learned

(17:00) AI Job Displacement Debate

(21:24) UBI Future Predictions

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