The Free Entrepreneur
Ilias Contreas, Khadejah J, Alex Randall KittredgeReal-life stories, mistakes (you shouldn’t repeat), and business growth strategies to build a company that truly sets you free.
| Platform |  | Pricing | Only free issues | Publishes | Weekly |
|---|---|---|---|---|---|
| Issues | 22 | Founded | 10 months ago | Last Issue | 14 days ago |
| Active | |||||
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thefreeentrepreneur.substack.comLatest Issues
Your Business Is Like a Child
If I look back on my life, you can’t really say it lacked turning points and events that most people would call “unexpected.”
At 19 I chose a degree in Psychology over an already mapped-out career in Medicine, with the dream - still not ex...
What My Dog Taught Me About Entrepreneurial Freedom
Sky Walker, before becoming a stray, had an owner who loved him dearly.
He took care of him and raised him the way you do with a child, more than with a dog.
His owner’s dream was to buy a car, and after setting money aside for a few year...
I Automated My Substack
If you’ve already been around Substack for a while and use it as a marketing tool, then you can skip straight to the section “How I Automated My Substack - and How Far You Can Take It.”
If instead you’re fairly new around here, then the ne...
I Hired a Team of AI Agents (and Fired the First Vendor)
For a while now, all anyone talks about is artificial intelligence and these so-called AI agents that are supposedly revolutionizing the world.
From LinkedIn to Instagram, content keeps circulating about extreme automations capable of lett...
The Perfect Trip to Costa Rica
When I first set foot in Costa Rica, I understood that something would change forever.
Maybe because it was the first tropical country I had ever visited after dreaming about it my entire life.
Maybe because I had never been that far from...
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| Subscribers | Engagement | 68 | Monthly Web Visits | ||
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Authors
The writers behind this newsletter.
Italian “Surfpreneur” based in Costa Rica | Bootstrapped and exited a $4M+ company | Real stories, mistakes (you shouldn’t repeat) and strategies to help entrepreneurs grow and gain more freedom | Fractional Partner to founders | EN • ES • IT
Storytelling consultant for experts. You make money & stand out from your competitors by telling effective stories \ud83d\udcb0
Strategy consultant to technical founders; built my career across a $20B family office, fintech startup, intelligence work, and my own firm. I write ARK Strategy: portfolio careers for the post-AI economy. Careers aren't ladders — they're portfolios.
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