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All of our previous posts

 I passed. It came back at 8x.

Jun 30, 2026

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3 min read

I passed. It came back at 8x.

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One company could have made every other deal free

Jun 23, 2026

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3 min read

One company could have made every other deal free

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This question tells you if a business is real.

Jun 16, 2026

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2 min read

This question tells you if a business is real.

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My best angel investments came from companies with no product

Jun 9, 2026

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2 min read

My best angel investments came from companies with no product

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The question I ask on every AI deal

Jun 2, 2026

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2 min read

The question I ask on every AI deal

What the cap table can't fix

May 26, 2026

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2 min read

What the cap table can't fix

I lost money on an investment in my angel portfolio I felt certain about.

How to avoid the demo trap

May 19, 2026

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2 min read

How to avoid the demo trap

Fast growth, strong demos and early traction still matter. They just no longer tell you what they used to.

Winning the deal does not mean winning the exit

May 12, 2026

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2 min read

Winning the deal does not mean winning the exit

Two investors. Same round. Same company. The difference in what they walked away with had nothing to do with the founder.

The sample most angels see is already curated before they arrive

May 5, 2026

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2 min read

The sample most angels see is already curated before they arrive

Access is the variable most guides skip. It is also the one that shapes everything else.

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