Jeremy Giffon - The Billion Dollar PDF - [Invest Like the Best, EP.481]

2026-07-07

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My guest today is Jeremy Giffon. Jeremy has been on the show before as one of our most popular guests, and this conversation is every bit as enjoyable as the first. Over the last 18 months, Jeremy has had hundreds of conversations with founders and with the capital behind their companies. I don't know many investors with such a high rep count in the most interesting corners of private markets, so I asked him what he has learned. We talk about what those lessons mean for founders and investors, why everyone has become subservient to the poster class, the hidden intellectual history behind S...

My guest today is Jeremy Giffon. Jeremy has been on the show before as one of our most popular guests, and this conversation is every bit as enjoyable as the first.

Over the last 18 months, Jeremy has had hundreds of conversations with founders and with the capital behind their companies. I don't know many investors with such a high rep count in the most interesting corners of private markets, so I asked him what he has learned.

We talk about what those lessons mean for founders and investors, why everyone has become subservient to the poster class, the hidden intellectual history behind Silicon Valley and much more.

Please enjoy my conversation with my friend, Jeremy Giffon.

For the full show notes, transcript, and links to mentioned content, check out the episode page ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠here⁠⁠⁠⁠⁠.

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Editing and post-production work for this episode was provided by The Podcast Consultant.

Timestamps:

(00:00:00) Welcome to Invest Like The Best

(00:02:02) Jeremy Giffon

(00:02:34) Lessons from 18 Months of Founder Conversations

(00:07:01) The Billion-Dollar PDF

(00:08:13) The Unifeed & Rise of the Timeline

(00:17:02) Power Law & Breakout Content

(00:18:48) AI Algorithms Driving Content

(00:20:38) Timeline-Native White House

(00:21:09) Traits of Great Posters