Armchair Expat

In this episode, I'm joined by Matt and Dawn — better known as The Unretirees — who traded their big-city grind for a brand-new life on Portugal’s Silver Coast. We talk about how they sold almost everything they owned, why the pandemic was a turning point, and what made Portugal the obvious choice (spoiler: fast-track citizenship and serious beach vibes helped). We get into the real talk about integration challenges, why expat groups are a double-edged sword, and what you must know about taxes and healthcare before considering moving abroad. Plus, Matt and Dawn share how they’re helping other midlife adventurers turn career expertise into online income — and why starting small could be your ticket to freedom. Takeaways: They downsized their entire life to chase a long-held dream of living abroad. Portugal stood out for its fast-track citizenship, lower cost of living, and overall safety. Language barriers and cultural differences are real — but kindness and persistence make all the difference. Expat groups c