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All of our previous posts

The thing I watch for that no pitch deck shows

Jul 14, 2026

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4 min read

The thing I watch for that no pitch deck shows

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The round most new investors misread

Jul 7, 2026

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3 min read

The round most new investors misread

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 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.

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