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Shep GeoGringo founder Medellín Colombia — American expat living abroad

You've Been Doing the Math. So Did I.

Six years living in Colombia across 5 cities. 26 Colombian cities visited. 22 countries. I will never move back.

Who I Am and Why GeoGringo Exists

I built my way up from nothing into a six-figure career in tech. Did everything the script said to do. Career, income, stability, the whole thing. And still ended up standing in the middle of all of it thinking: this isn't it.​ In 2020 and 2022 I had health scares that forced me to​ ask the important questions that most men spend years avoiding
 

  • Am I happy?

  • Am I actively pursuing my own happiness?

  • What does success really look like for me? -Not what I was told success should be.

I walked away from my six-figure career, got on a plane to Colombia, and never fully came back. I realized I had built a life that looked successful — but didn't actually feel like one.

That was six years ago. Since then I have lived in Medellín, Barranquilla, Cali, Cartagena, and Pereira. I have been to 26 Colombian cities and 22 countries across four continents. I purchased and sold rental property in Cartagena. I hold a Colombian visa. I have rented five apartments in Pereira alone.

My monthly budget in Pereira right now runs $1,630 to $2,020. That includes a three-bedroom furnished house with all utilities, food, Uber, health insurance, and a real social life. In Los Angeles that same lifestyle cost me $4,300 a month minimum.

I am not a travel blogger. I am not a digital nomad influencer. I am a man who made a deliberate trade — and it worked.

GeoGringo exists because the honest information men need to make this decision does not exist anywhere else. Not in the recycled blog posts. Not in the Facebook groups. Not from people who spent two weeks in El Poblado and called it research.

It exists here. From someone who actually lives it.

The Foundation Behind Every Call

6 Years. 5 Cities. 26 Colombian Cities Visited.
Not a travel blogger. Not a weekend visit. A life I'm actually living — with a visa, self taught Spanish, and five apartments rented in Pereira alone. I know the life, I understand the culture,

$134,000 a year to $29,000 base salary. And Still Living Well.
That is geo-arbitrage working in real life. Not theory. My actual income. My actual life in Pereira right now for $2,000 a month.

Real Experiences. All facts. No Hype. No Agenda. Its Not for Everyone
A direct conversation with a man who has lived this life for years — I will give you honest answers even when they are not what you want to hear.

What GeoGringo Is — and What It Isn't

GeoGringo is not for every man.

It is not for men who want to hear that everything is easy. It is not for men who need English-speaking everything and polished infrastructure. It is not for men who want to continue to do living the status quo.

It is for a specific man at a specific moment — the man who has done everything right by everyone else's definition and found himself quietly wondering if there is a better way.

The man in his 40s who is curious but cannot imagine leaving yet. The man in his 50s who has started running the real numbers and realized his Social Security check would fund a genuinely good life somewhere else. The remote worker earning American dollars and spending them in American cities when he could be somewhere that makes him feel like he won the lottery every morning.

This is a direct conversation with a man who has lived in Colombia for six years and travels the world— answering your specific questions with honest information.

The lifestyle is real. The numbers work. The only question is whether it is right for you.

Read the real numbers and honest guides on the GeoGringo blog.

Ready to Get Real Answers?

Start with the free 40-page Colombia Field Guide — real budgets, real cities, real visa options, and the five most expensive mistakes men make in year one.

Or book a call and talk directly to someone who has lived this life for six years.

Questions before booking? Email me directly. hello@geogringo.com

© 2026 by GeoGringo

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