My family spent two months traveling across Greece, Italy, and Spain - visiting 8 cities with a toddler - all to figure out where in the world we actually wanted to live next. I’m breaking down the real experience of a scouting trip: how we chose destinations, what surprised us, the emotional rollercoaster of not finding “the one” right away, and how we ultimately made our decision. If you’re trying to choose where to move abroad (and feeling overwhelmed), this episode will help you think abo...
Apr 7
1 hr 27 min
Tad Hopp is joining us today! Tad is a sobriety coach for gay men, and he recently moved to Amsterdam on the DAFT visa. His story is about finally taking action after decades of waiting, getting on the same page as his husband, and building a new community abroad. Tad and I are covering: Why he finally made the move (after ~30 years)His husband’s initial hesitancy and how he gradually came around, especially after seeing Tad take actionThe right timing: How the current political landscape and...
Mar 31
1 hr 14 min
I'm getting really personal in this one. After 13 years of living abroad, moving to Spain with my husband and daughter, and having multiple team members living in the same city... I still felt lonely. And I didn't know how to admit it. In this completely unscripted episode, I share what it's actually been like coming back to Málaga after being gone for three months, diving straight into bootcamp mode, and realizing that my business manager Evan had built this entire social life while I was go...
Mar 24
42 min
Kalie from Expats Everywhere is back on the podcast to talk all things Portugal. Since her last appearance, she’s launched Slate & Key, a white-glove relocation service helping people move to Portugal. In this episode, we talk: Why Portugal is such a popular destination for AmericansPortugal vs. SpainThe Portuguese digital nomad visa and why it can be complicatedHow to not lose your mind in the process of applyingKalie’s experiences living in PortugalHousing, taxes, and healthcare abroadH...
Mar 17
1 hr 16 min
I just wrapped up my winter bootcamp, and for the first time ever, things didn’t go according to plan. Signups were slow, ads were wildly expensive, and we started the bootcamp nearly $13K in the red. Not exactly the launch you hope for. But what happened next completely changed how I think about growth, niching down, and building a business that actually works. In this episode, I share: Why 350 attendees outperformed a previous 800-person bootcampWhat went wrong during this launch (and why s...
Mar 10
59 min
You may have to look inward and realize it’s not about visas, taxes, or possibility. It’s about deciding that this dream is going to become your life, and knowing that not choosing is a choice. Today, we’re covering: Why familiar feels secure, but familiar doesn’t always mean stable or aligned.The real risk: Is moving the scariest option? Or is staying stuck in place?How saying “I need more money” keeps the dream distant. A clear income, visa, and tax plan makes it a calculated move, no...
Mar 3
28 min
How long have you been thinking about moving abroad? A year? Five? Twenty? You’ve thought about this before. You’ve researched it. You’ve imagined the life. You’ve probably had a Google Doc titled “Move Abroad Plan.” And you’re still here. So how do you make it different this time? In this episode, we cover: The cycle you keep repeatingHow the people who actually moved got to that point (hint: it’s because they didn’t insist on figuring it out alone)What DIY-ing this really looks likeHo...
Feb 25
19 min
Are you in the U.S. earning decent money, but somehow barely getting ahead? This episode breaks down the real financial (and beyond financial) costs of waiting to move abroad. Today, we’ll cover: The hidden cost of “someday:” how high rent, taxes, healthcare, and cars quietly drain your income.How the same salary can go 2-3x further abroad and accelerate savings, debt payoff, and wealth.Why it’s not just about money: it’s about time, energy, and quality of life.The simple difference between p...
Feb 17
22 min
If you’ve been “researching” moving abroad for months (or years) and still haven’t made it happen, this episode is for you. Spoiler: you don’t have a research problem. You have a decision problem. The over-research rabbit hole is a hiding place, and the first step out of the rabbit hole is clarity. Let’s get you to finally move from thinking to doing. In this episode, we unpack: The D.R.E.A.M. modelHow research is your safety blanket. You’re not looking for more information, you’re look...
Feb 11
17 min
Many Americans are feeling scared and desperate to leave the U.S. right now, and that fear makes sense. In this episode, we slow the panic and talk about how to move abroad intentionally, not reactively, so your move feels empowering instead of traumatic. We also discuss the important distinction between running away from the life you have versus running toward the life you want. In This Episode: Why fear-driven moves often feel heavy, rushed, and unsatisfyingA powerful question to clarify wh...
Feb 3
16 min
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