Peter Yared on Building InCountry, Enterprise AI, and Why Miami is the Next Tech Hub

Seven exits. Fortune 500 CTO. Now building the infrastructure for AI in a deglobalizing world. Peter Yared sits down with Michael Morgenstern to unpack 25 years of hard-won lessons from the trenches of enterprise tech, from the early days of the internet to the AI era reshaping everything. Peter sold companies to Oracle, Sun Microsystems, and Citrix. He ran technology at CBS Interactive, deciding where billions in tech spend went. He grew up internationally across Switzerland, Austria, and the UK, learning early that the world doesn't play by one set of rules. Now he's the founder and CEO of InCountry, solving data residency and compliance for multinationals operating in 90+ countries, and just launched Agent Cloak to bring zero trust architecture to cross border AI agents. This conversation goes deep on what actually works when selling to the enterprise, why piggybacking on existing platforms beats going direct, and the counterintuitive reality that building something hard for Fortune 500s from day one can be easier than iterating your way up from startups. What you'll learn: Why enterprise buyers hate new vendors and how to bypass procurement hell The deglobalization thesis that seemed crazy in 2017 and is obvious now How Agent Cloak is bringing zero trust and data minimization to AI agents Why Miami should target European, Israeli, and Latin American entrepreneurs The build in public trap that's killing founder credibility in the attention economy Why shipping absolute crap to iterate is now a death sentence for startups Peter also breaks down why Miami doesn't need a Stanford, how the city is becoming the Dubai of the Western Hemisphere, and why the next decade belongs to second and third time founders relocating to South Florida. Plus: the brutal truth about why most AI pilots at enterprises are failing, what 80s style management is making a comeback, and the one piece of advice he'd give his 25 year old self. Peter Yared on LinkedIn: https://linkedin.com/in/peteryared AgentCloak:https://incountry.com/products/agentcloak Thank you to our sponsors Special thanks to our sponsors at Newmark — the go-to commercial real estate team for fast growing founders. Matt Himmelsbach: https://www.nmrk.com/people/matt-himmelsbach Brandon Shores: https://www.nmrk.com/people/brandon-shores Playbook is shot, edited, produced, and published by Short Form Media 🔗 http://shortformmedia.co  Chapters 00:00:00 Introduction: Peter Yared's Journey from Vienna to Silicon Valley 00:04:45 From Seller to Buyer: Lessons as CTO at CBS Interactive 00:09:00 Building InCountry: Solving Data Residency for Global Enterprises 00:12:01 Agent Cloak: Privacy and Data Minimization for Enterprise AI 00:14:25 Enterprise Go-to-Market: The Power of Platform Piggybacking 00:16:27 The AI Landscape: Vertical AI vs Horizontal Models 00:17:07 Customer Service Agents: The First Wave of Enterprise AI Deployment 00:20:59 Miami as a Tech Hub: Comparing the Journey to New York 00:26:35 Attracting Entrepreneurs: Europe, Israel, and Latin America 00:30:29 The Talent Question: Remote Work, AI Coding, and Management Philosophy 00:42:06 Building in Stealth: Why Not Everything Should Be Built in Public 00:40:07 Mental Models and Hard Decisions: Don't Be Reactive 00:44:56 VC Funding Reality: Overfunding and Talent Diffusion 00:48:02 Advice to Young Peter: Risk, Reward, and the Journey Essential listening for founders, operators, and anyone building in the AI era. 🔔 Subscribe for weekly conversations with the world's top founders and operators. #PeterYerid #InCountry #AgentCloak #DataResidency #EnterpriseAI #Miami #MiamiTech #Playbook #FounderMindset #AIRevolution #Entrepreneurship #ZeroTrust