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The Bootstrapped Founder

Bootstrapping strategies, building sustainable businesses, finding customers, and selling companies from an indie founder who bootstrapped and exited profitably

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The Increasing Risk of Building in Public
April 3rd, 2026•thebootstrappedfounder.com
AI Liability: The Landmines Under Your SaaS
March 20th, 2026•thebootstrappedfounder.com
Data Is the Only Moat
March 13th, 2026•thebootstrappedfounder.com
When Long-Term Investments Finally Pay Off
February 13th, 2026•thebootstrappedfounder.com
How to Actually Use Claude Code to Build Serious Software
February 6th, 2026•thebootstrappedfounder.com
Follow Your Passion (But Not Like That)
January 30th, 2026•thebootstrappedfounder.com
The 1% Improvement Myth: Why Customer Conversations Beat Micro-Improvements Every Time
January 23rd, 2026•thebootstrappedfounder.com
Don’t Give Up… Your Assumptions
January 16th, 2026•thebootstrappedfounder.com
Many Heads, Not Many Hats: The Founder’s Identity Crisis
January 9th, 2026•thebootstrappedfounder.com
The Case Against Vendor Lock-In: Why Easy Exit Means Better Retention
January 2nd, 2026•thebootstrappedfounder.com
The Dead Internet Theory: Are We Building Machines That Only Talk to Other Machines?
December 26th, 2025•thebootstrappedfounder.com
Marketing for Founders Who Hate Marketing
December 19th, 2025•thebootstrappedfounder.com
Vibe Coding Won’t Kill SaaS
December 12th, 2025•thebootstrappedfounder.com
How Your Data Model Shapes Your Product
December 5th, 2025•thebootstrappedfounder.com
AI Best Practices for Bootstrappers (That Actually Save You Money)
November 28th, 2025•thebootstrappedfounder.com
I Never Really Loved Coding (And Only AI Made Me Realize It)
November 21st, 2025•thebootstrappedfounder.com
The Marketer’s Hierarchy of Needs: A Framework for Understanding Customer Intelligence
November 14th, 2025•thebootstrappedfounder.com
The Things Your Customers Don’t Care About
November 7th, 2025•thebootstrappedfounder.com
Why You Should Never Start a Software Business
October 31st, 2025•thebootstrappedfounder.com
AI for the Code-Writing Purist: How to Use AI Without Surrendering Your Keyboard
October 24th, 2025•thebootstrappedfounder.com