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Silly Money

Ankur Nagpal

Win the game of capitalism by being smart about personal finance, taxes and entrepreneurship.

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Latest Issues

We’re extending early-bird for the Outliers Summit

Silly Money

We’re extending early-bird for the Outliers Summit

Two weeks ago, Andrew Yeung and I announced the Outliers Summit, our two day event in NYC with the most unreasonably ambitious people we know.

Since launching, we've had HUND...

4 days ago

USVC is now available on SoFi

Silly Money

USVC is now available on SoFi

For the past two years I've written this newsletter around one idea:

How you hold an asset can matter just as much as what you hold.

Today that core belief and the new thing I've been building f...

20 days ago

Introducing: The Outliers Summit

Silly Money

Introducing: The Outliers Summit

Today I'm announcing something my team and I have been working on for the last year:

The Outliers Summit 2026

It’s two days with the most unreasonably ambitious people I know, hosted alongsid...

22 days ago

How to Invest in Startups From Your Roth IRA

Silly Money

How to Invest in Startups From Your Roth IRA

I've gone viral a few times for sharing the story of Peter Thiel's $5B Roth IRA.

— # (#)

It's a pretty cool story of how one man turned some legendary investments into even...

a month ago

Introducing: USVC Select

Silly Money

Introducing: USVC Select

For the last few months I've made one argument here more than any other:

The best companies of this era do much of their growing up in private, and by the time they're public, an impressive part of th...

2 months ago

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