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Bootstrapper Capital

Currently bootstrapping a $100M portfolio, 100% in public at bootstrappercapital.com

Issue #383: What makes a business capital ready

Sep 12, 2026

Issue #383: What makes a business capital ready

It's not your pitch deck.

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Issue #382: He bought the company that served him

Sep 5, 2026

Issue #382: He bought the company that served him

A finance guy, a divorce notice, and a 30-year-old business

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Issue #381: $100M raised. Almost zero left.

Aug 29, 2026

Issue #381: $100M raised. Almost zero left.

Austen Allred on rebuilding without VC money.

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Issue #380: $1.7M Acquisition

Aug 22, 2026

Issue #380: $1.7M Acquisition

And the lawsuits that came with it.

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Issue #379: Exited his first company at 20

Aug 15, 2026

Issue #379: Exited his first company at 20

This is a masterclass on customer acquisition.

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Issue #378: The 72-hour Exit offer

Aug 8, 2026

Issue #378: The 72-hour Exit offer

take-it-or-leave-it.

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Issue #377: 3x liquidation preference.

Aug 1, 2026

Issue #377: 3x liquidation preference.

Yep! Read that again.

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Issue #376: From zero runway to a cash exit

Jul 25, 2026

Issue #376: From zero runway to a cash exit

A bootstrapped founder on deal blinders, sunk cost, and starting over

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Issue #375: Diagnosed at 16. Exited at 24.

Jul 18, 2026

Issue #375: Diagnosed at 16. Exited at 24.

The business that started in a hospital bed.

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Issue #374: From injury to exit in 9 years

Jul 11, 2026

Issue #374: From injury to exit in 9 years

How a bootstrapped agency survived cash flow gaps on the way to a clean exit.

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50th Episode, 100k Subscribers

Jul 7, 2026

50th Episode, 100k Subscribers

50th Episode Retrospective

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Issue #373: Celebrating (Operational) Freedom

Jul 4, 2026

Issue #373: Celebrating (Operational) Freedom

Something BIG is coming on Tuesday!

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🎧 New episode with X-Ray is live!

Jul 3, 2026

🎧 New episode with X-Ray is live!

This is going to make you rethink everything....

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Issue #372: 6 years of iteration.

Jun 27, 2026

Issue #372: 6 years of iteration.

One pivot. And one exit. Here is what he learned.

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Issue #371: The $50K Episode

Jun 20, 2026

Issue #371: The $50K Episode

How one knockout changed everything...

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Issue #370: $54M Bootstrapped Exit

Jun 13, 2026

Issue #370: $54M Bootstrapped Exit

And what it actually costs you.....

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Issue #369: 600 products to an exit

Jun 6, 2026

Issue #369: 600 products to an exit

This is what holds when the edge disappears overnight

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Issue #368: The 7-year lesson

May 30, 2026

Issue #368: The 7-year lesson

What venture capital actually costs you...

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Issue #367: From $100 to an Intuit acquisition

May 23, 2026

Issue #367: From $100 to an Intuit acquisition

The hard lessons behind 25 years of bootstrapping

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Issue #366: Fired in 2016.

May 16, 2026

Issue #366: Fired in 2016.

Exited in 2025. (Operational lessons from a 7-year build)

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Issue #365: Good businesses sell cheap

May 9, 2026

Issue #365: Good businesses sell cheap

Here is why...

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Issue #364: He turned down 70 VCs

May 2, 2026

Issue #364: He turned down 70 VCs

and still exited...

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What a week...

Apr 25, 2026

What a week...

Thank you.

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Are you actually AI ready?

Apr 24, 2026

Are you actually AI ready?

Most owners aren't.

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Your OWNABLE Score is waiting for you.

Apr 23, 2026

Your OWNABLE Score is waiting for you.

See exactly where your business stands today.

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