How NOT to Retire Abroad: One Couple’s Story of Moving to Portugal

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 can offer support but aren't a substitute for truly integrating.
• Turning midlife expertise into online income is possible — even if you don't feel like an "expert."
• Moving abroad is about running toward the life you want, not away from the one you had.

Connect with Dawn & Matt

YouTube Channel

Moving to Portugal Course (Affiliate link)

 

Armchair Expat is hosted by Shannon Acton, founder and Chief Bargain Hunter of Bargain Homes Abroad

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