Fixing Real Estate's Trillion-Dollar Paper Problem w/ Ori Ohayon

Ori Ohayon (@Titl) — from trading equity derivatives at Goldman and TD to five years building Titl, the AI + blockchain company digitizing America's property-title mess — joins Brandon for a Tuesday deep dive. Why you can't disrupt from inside a bank, scanning an entire warehouse of deeds in the Florida Keys, delusional confidence and hearing "no" nine times out of ten, the fighter's mindset (take the jersey away), why crypto spoiled a generation of founders, when tokens become stocks and the gas-token reckoning, one-click platforms onboarding the next wave of retail, and how someone can steal your house with a fake ID — plus the preventative fix. Recorded live August 11, 2026. CHAPTERS: 0:00 Welcome Ori Ohayon 0:36 Miami's Builder Culture 2:47 Banking, Trading & Discovering Blockchain 4:38 Why You Can't Disrupt From Inside a Bank 6:38 AI, Layoffs & the Efficiency Wave 9:16 Lean Teams: Enterprise Output With Five People 10:15 What Is Titl? From NFTs to Property Titles 12:40 The Title Problem Explained 15:27 Digitizing a Warehouse in the Keys 17:18 Who Buys Title Data 17:53 OCL to Titl: The Pivot 19:13 Listening to Clients & Knowing When to Turn 20:51 Feedback, EQ & Deciphering Motives 23:50 The Fighter's Mindset 26:38 Trolls, Trash Talk & Emotional Control 29:56 Routine, Prayer & Staying in the Game 31:39 Delusional Confidence 34:12 Building a Lean Team of Generalists 38:25 Crypto Spoiled a Generation of Founders 40:28 How Do You Value a Token? 43:27 RWAs & Redundant Markets 47:27 When Tokens Become Stocks 52:35 Inflationary Gas Tokens & the Reckoning 54:56 Aligned Tokenomics & Buybacks 56:59 One-Click Platforms & Mass Onboarding 1:02:10 Larping, Screenshots & Transparent Trading 1:05:24 Know When You're Gambling 1:09:35 Fraud in Real Estate 1:13:28 Preventative Beats Reactive 1:14:38 Positioning & the Rebrand Moment 1:19:23 Final Advice: Resilience #realestate #ai #blockchain #crypto #startups 1:21:34 Wrap-Up