Scott Stillman
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Geographic Arbitrage in Indonesia
In just a few weeks, my wife and I will be boarding a flight to Indonesia.
Jul 16
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Scott Stillman
48
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Geographic Arbitrage in Indonesia
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28
The Quiet Ache for Less
Some stories come to us polished—after the leap has already been made, the job quit, the road taken.
Jul 10
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Scott Stillman
186
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The Quiet Ache for Less
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55
The Point of Life Is Not What You Think
There are certain dreams that arrive uninvited, impossible to explain, burning like a secret fire in the chest.
Jul 3
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Scott Stillman
148
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The Point of Life Is Not What You Think
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37
June 2025
Burned Out Before 30, Reborn in the Wild
One of my favorite things about sharing my work is hearing from others who’ve made similar leaps—people who’ve walked away from the known to follow…
Jun 25
155
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Burned Out Before 30, Reborn in the Wild
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38
She Let It All Go. And Found Everything.
It was the philosopher and adventurer in me that brought me to buses, trains, boats, and planes, even bikes!
Jun 19
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Scott Stillman
137
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She Let It All Go. And Found Everything.
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30
The Slow Process of Editing Ourselves
As humans, our greatest flaw is believing we are flawed.
Jun 18
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Scott Stillman
103
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The Slow Process of Editing Ourselves
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31
I Sold My Life for $1 and Moved to an Island
This is the first post in a new series I’m calling Reader Stories—a space to share real-life accounts of what it means to break away from convention and…
Jun 12
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Scott Stillman
153
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I Sold My Life for $1 and Moved to an Island
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50
Introducing: Reader Stories — A New Page for Your Journey
If you’ve ever walked away from the 9–5, downsized your life, chased a dream, or are even just thinking about it—I’d love to hear your story.
Jun 6
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Scott Stillman
57
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Introducing: Reader Stories — A New Page for Your Journey
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17
What If Freedom Was Never About Money
We’ve been sold a version of freedom that costs a fortune.
Jun 3
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Scott Stillman
204
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What If Freedom Was Never About Money
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47
May 2025
No One Was Really Watching
We spend so much of our lives chasing security.
May 30
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Scott Stillman
176
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No One Was Really Watching
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35
That’s Only Reserved for the Rich
The lie that keeps us from living the life we were meant for.
May 23
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Scott Stillman
158
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That’s Only Reserved for the Rich
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15
🌍 Too Young. Too Idealistic. Too Alive.
A response to the ones who are told to shrink their dreams
May 18
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Scott Stillman
82
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🌍 Too Young. Too Idealistic. Too Alive.
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