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Private investing insights for smart people

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A company that runs without its owner sells for about 35% more

Oct 20, 2026

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11 min read

A company that runs without its owner sells for about 35% more

What the Allocator Cycle means for owners, and what to do with this year’s cash.

I’ve held a Series 7 for 20 years, and it never got me a single deal.

Oct 13, 2026

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11 min read

I’ve held a Series 7 for 20 years, and it never got me a single deal.

The SEC is weighing more credentials to open private markets. I know what mine is worth.

Weekly Issue

Nvidia is guaranteeing OpenAI's rent

Oct 6, 2026

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9 min read

Nvidia is guaranteeing OpenAI's rent

Up to $105 billion, and the chips come back as Nvidia revenue. History shows where the value settles.

Deep Dive

The Value Was Never in the Infrastructure Alone

Oct 6, 2026

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6 min read

The Value Was Never in the Infrastructure Alone

Weekly Issue

AI money is going to compute, while the engineers who put AI to work are in high demand.

Sep 29, 2026

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11 min read

AI money is going to compute, while the engineers who put AI to work are in high demand.

AI's hardest problem shifted from chips to deployment, and a company I backed in 2015 was ready for it.

Deep Dive

How private investors are investing in AI

Sep 29, 2026

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7 min read

How private investors are investing in AI

How allocator demand, infrastructure, geography and company formation are reshaping private-market exposure

Weekly Issue

Your entry into the IPO is the insider's exit.

Sep 22, 2026

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9 min read

Your entry into the IPO is the insider's exit.

How to tell whether you're allocating or funding someone else's way out.

Deep Dive

The AI Exit Machine

Sep 22, 2026

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10 min read

The AI Exit Machine

When Private-Market Gains Meet Public-Market Liquidity

Weekly Issue

My Dad turned down my $4 million plan

Sep 15, 2026

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9 min read

My Dad turned down my $4 million plan

Instead he wanted the same income with a third of the capital. So I built it for him.

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Wealth Stack Weekly

Wealth Stack Weekly

Private investing insights for smart people


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