Free Cities Podcast

A first hand account from inside the worst four years.

- Christian Betancourt is a Honduran lawyer, entrepreneur and one of Próspera's earliest residents. He was also one of the first people Timothy Allen ever interviewed for this podcast, back in episode three in 2022, when Próspera consisted of little more than the Beta building and the Honduran gove...

One says relax. One bought a Bunker. Two founders on whether AI is coming for your job.

- Liam Martin is the co-founder of Time Doctor and Running Remote, and the creator of Peppermint, an AI tool that builds a working digital twin of you out of your emails, messages and calls. Nick Francis spent more than fifteen years building and running Help Scout ...

He knew the men who tried to start their own countries. He watched every one of them fail.

- Mark Frazier has been in this movement longer than almost anyone alive. He put out libertarian magazines in high school, and by eighteen he had been made publisher of Reason, back when it ran out of a truck driver's apartment and had three hundred subscribers. That was 1970. Ov...

A Country on the Internet, a Passport by 2050, and the Death of the CV

- Joey Flores is Head of Marketing at SafetyWing, the Y Combinator-backed company building a global social safety net for remote workers. A two-time startup founder whose YC-funded music startup was acquired, he dropped out of high school at sixteen and now lives in Oaxaca, Mexico.<...

Second Passports, Plan B Residencies, and the Americas Super Cycle

- Vance is the founder of My Latin Life, an immigration agency covering residency visas across Latin America. A Canadian-American software developer, he began travelling after reading Tim Ferriss's The 4-Hour Workweek and arriving in Playa del Carmen in 2018.

Timothy All...