5 Mistakes I Made Moving Abroad (and What I’d Do Differently)

David, IL

Traveler Details: Age Range: 30s | Mexican-American | Food Preference: Open-minded eater | Street-food enthusiast | First-time expat from Chicago | Mid-budget remote worker | Moved to Portugal at 29 | Budget-conscious | Occasional splurger

When I decided to move abroad, I read all the blogs, watched hours of YouTube, and thought I had it all figured out. I didn’t. Here are the 5 biggest mistakes I made—and what I’d do differently if I could do it again.

1. I Focused on Vibes, Not Visas

I chose my country based on beach pics and aesthetic cafes without fully understanding the visa requirements. I assumed I’d “figure it out when I got there.” Don’t be like me.

What I’d do instead: Research visa options before you choose a country. Some countries are digital-nomad friendly. Others? Not so much.

2. I Overpacked (and Paid for It)

I brought two giant suitcases filled with things I never used—including winter coats to a tropical country. I spent over $300 in baggage fees.

What I’d do instead: Pack light and buy what you need once you arrive. Focus on essentials, not “just in case” items.

Tip: Use this digital luggage scale to avoid overweight baggage surprises.

3. I Didn’t Budget for the First 3 Months Properly

I underestimated startup costs like apartment deposits, health insurance, SIM cards, transportation, and eating out more than usual.

What I’d do instead: Save for at least 3 months of living expenses before your move. It gives you breathing room to adjust.

4. I Delayed Learning the Language

I assumed I’d pick it up naturally. But once I got there, it hit me: not everyone speaks English, and Google Translate doesn’t work for everything.

What I’d do instead: Start learning the basics before you leave, especially how to say: “Can you speak slower?” and “I don’t understand.”

5. I Thought I Had to Get It All Right the First Time

The pressure to “make it work” made me stay in a city I didn’t love. I was afraid to move again because I didn’t want to look like I failed.

What I’d do instead: Give yourself permission to pivot. You can move countries—or even move back. It’s still brave.

Final Thoughts

Moving abroad is thrilling—but it’s also a humbling experience. You will make mistakes. You will grow. And you’ll probably end up with some great stories (and scars) along the way.