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In 2007, I spent six weeks in a hostel in the middle of Guatemala just “because”.
Truly, I’d never felt so free.
The two years prior had been spent working like a donkey, with good people but in a field I hated.
The endgame? Admission to the Supreme Course of Queensland as a lawyer.
It was an accolade I spent 7 years working towards..
Only to quit, 6-weeks to the day later.
And so, there I found myself in a computer shop in Puerto Escondido, Mexico, on a steaming April afternoon checking my emails when my brothers friend messaged us on Facebook.
“Wanna come visit?” – he wrote, “I’m just down the road in Guatemala!”
We looked at each other.
Of course we would. It wasn’t even a QUESTION.
We were free. The world was our oyster. And we could do anything, be anyone, go anywhere!
And so it came to be that I ended up spending the best, most carefree, most FUN 6-weeks of my life living out of a backpack in a dingy hostel dorm room in Antigua.
Acutely aware that I had opted out of life for a little minute, and feeling grateful as heck for it.
Five years later, I started my online business chasing that kind of freedom again.
And on the surface, the promise of it all felt.. intoxicating.
Time freedom – to work when I wanted!
Location freedom – to go back to Central America, or London, or ANYWHERE BUT HERE!
Financial freedom – to make more than a doctors wages working on the goddamn INTERNET!
I wanted it.
The sense of adventure.
The possibility.
The wonder that came from not knowing what would come next.
The Tuesday afternoons spent outside (and not in an air-conditioned cubicle)
ALL OF IT.
🍊 Rinse and Repeat has just been added to Lifestyle Business School! This is the ultimate collection of every live launch and promotion under the sun. Join now for $149/m.
Want more? Here’s how we can help you:
→ Free Workshop — Create our knowledge-based lifestyle business in 2025
→ Subscribe to the Fully Free Newsletter — Come and join the party on Substack! Subscribe for weekly articles, essays and behind the scenes to help you build a lifestyle business.
→ Join Lifestyle Business School — Get the complete Operating System for starting or growing an expertise-based online business to the Lifestyle Business Sweet Spot.
Enjoy this content? Follow and subscribe for more:
→ Follow Stevie on Instagram — https://www.instagram.com/steviedillon_/
→ Subscribe to Fully Free on Substack — https://lifestylebusinessschool.substack.com/
→ Subscribe to Lifestyle Business School on Youtube — https://www.youtube.com/@lifestylebusinessschool
By Stevie Dillon4.6
3939 ratings
In 2007, I spent six weeks in a hostel in the middle of Guatemala just “because”.
Truly, I’d never felt so free.
The two years prior had been spent working like a donkey, with good people but in a field I hated.
The endgame? Admission to the Supreme Course of Queensland as a lawyer.
It was an accolade I spent 7 years working towards..
Only to quit, 6-weeks to the day later.
And so, there I found myself in a computer shop in Puerto Escondido, Mexico, on a steaming April afternoon checking my emails when my brothers friend messaged us on Facebook.
“Wanna come visit?” – he wrote, “I’m just down the road in Guatemala!”
We looked at each other.
Of course we would. It wasn’t even a QUESTION.
We were free. The world was our oyster. And we could do anything, be anyone, go anywhere!
And so it came to be that I ended up spending the best, most carefree, most FUN 6-weeks of my life living out of a backpack in a dingy hostel dorm room in Antigua.
Acutely aware that I had opted out of life for a little minute, and feeling grateful as heck for it.
Five years later, I started my online business chasing that kind of freedom again.
And on the surface, the promise of it all felt.. intoxicating.
Time freedom – to work when I wanted!
Location freedom – to go back to Central America, or London, or ANYWHERE BUT HERE!
Financial freedom – to make more than a doctors wages working on the goddamn INTERNET!
I wanted it.
The sense of adventure.
The possibility.
The wonder that came from not knowing what would come next.
The Tuesday afternoons spent outside (and not in an air-conditioned cubicle)
ALL OF IT.
🍊 Rinse and Repeat has just been added to Lifestyle Business School! This is the ultimate collection of every live launch and promotion under the sun. Join now for $149/m.
Want more? Here’s how we can help you:
→ Free Workshop — Create our knowledge-based lifestyle business in 2025
→ Subscribe to the Fully Free Newsletter — Come and join the party on Substack! Subscribe for weekly articles, essays and behind the scenes to help you build a lifestyle business.
→ Join Lifestyle Business School — Get the complete Operating System for starting or growing an expertise-based online business to the Lifestyle Business Sweet Spot.
Enjoy this content? Follow and subscribe for more:
→ Follow Stevie on Instagram — https://www.instagram.com/steviedillon_/
→ Subscribe to Fully Free on Substack — https://lifestylebusinessschool.substack.com/
→ Subscribe to Lifestyle Business School on Youtube — https://www.youtube.com/@lifestylebusinessschool

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