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.Timothy Allen sits down with Joey at the Running Remote conference in Austin, Texas, for a conversation about building for the 21st century nomadic life. SafetyWing's pitch is simple and audacious: your healthcare, income protection and pension come from your country and stop following you the moment you live a borderless life, so they are building a safety net that travels with you instead. The endgame is to launch the first country on the internet, through Plumia, the nonprofit think tank spun out of SafetyWing and run by Lauren Razavi. They have mapped the vision to 2050, passport included.Around the edges, the conversation ranges widely: why you cannot simply build a new Silicon Valley wherever you fancy, an unusually honest insider's view of what digital nomads are doing to cities like Oaxaca, a company culture involving rented hotels in Patagonia and a houseplant stipend, a friend allegedly building a Mach 10 passenger plane, and what AI is doing to hiring, including Joey's own story of how resume-screening software made a company founder without a degree invisible to employers.In this conversation:A social safety net that travels with youThe plan to launch the first country on the internetPlumia, network states and Edge CityWhat would make an internet country a real countryNomad Citizen: income protection, healthcare and one-click visasA passport that brings its own safety netThe 2050 timeline and a flag in the groundThe future of remote workA Mach 10 passenger plane, allegedly six years awayWhat Y Combinator is and why it mattersWhy Joey lives in Oaxaca on an American salaryTalent, funding and why Silicon Valley is hard to copyHow exits create angel investors and startup citiesNomad gentrification: tipping, housing and behaving well abroadWhy long-term expats reject the nomad labelIs there such a thing as nomad culture?Hunting the next great nomad hub, and why Florianópolis keeps coming upPatagonia retreats, Build Week in Norway and houseplant stipendsWhat AI is doing inside SafetyWingSolopreneurs and who loses their job firstDropping out at sixteen and being filtered out by hiring softwareShould your kids skip university?How to actually stand out and get hiredTimestamps (audio version, includes Timothy's episode introduction):Guest: Joey Flores - LinkedIn | SafetyWing | PlumiaThe Free Cities Podcast is the official podcast of the Free Cities Foundation hosted by Timothy Allen. New episodes every Friday. Long-form, in-person conversations with the builders, investors, residents, and thinkers shaping the future of Free Cities, charter cities, special economic zones, network states, private cities, and governance innovation worldwide.Listen & subscribe: freecities.fm | All platforms | Fountain.fm (bonus episodes & early access)Community: Telegram | Free Cities Foundation newsletter | Free Cities ConferenceSupport the show: Donate via Stripe | BTC: bc1q5jun0nzxzqepch84rqk0jnv0rd8uvns28df7mg | V4V podcast appsLead show sponsor: Veritas Villages - Off-grid, energy self-sufficient communities for freedom-minded people in Latin America. Bitcoin accepted for property purchases.Follow: Timothy Allen on X & Nostr | Free Cities Foundation on X & Nostr