I'm joined by investor and entrepreneur Anthony "Pomp" Pompliano. Pomp hosts The Pomp Podcast, with over 50 million downloads, and writes a daily letter read by 250,000+ investors.

We talk about Pomp's approach to building resilient media properties, thinking long-term, and his best book recommendations for internet business success.

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https://latecheckout.substack.com

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BOOKS POMP MENTIONED

Unreasonable hospitality by John O'Leary

The Successor by Lachlan Murdoch

The 50th Law by Robert Greene and 50 Cent

Zero to One by Peter Thiel

Suleiman Ollian by Anonymous

How to Get Rich by Felix Dennis

Losing My Virginity by Richard Branson

The Rise and Fall of American Growth by Robert J. Gordon

Hidden Genius by Polina Marinova

The Outsiders by Will Thorndike

Elon Musk by Walter Isaacson

Urgency by John P. Kotter

The War of Art by Steven Pressfield

Good Profit by Charles Koch

LINKS FOR THIS EPISODE

Production Team: https://podflow.com
Pomp on Twitter: https://twitter.com/APompliano
Pomp on YouTube: https://www.youtube.com/c/anthonypompliano
Pomp's newsletter: https://pomp.substack.com

SHOW NOTES

0:15 - Anthony's provocative dinners for hidden beliefs
01:45 - Climate change evidence not as compelling
02:30 - Scarcity of unique perspectives in newsletters
03:00 - Click rates over open rates for engagement
03:45 - Media as repetitive software
04:15 - Bay Area Times' visual newsletters
05:15 - Unique Bitcoin perspective in Truth for the Commoner
06:00 - Bay Area Times' rapid growth
07:00 - Open rates for brand awareness, click rates for direct response
08:15 - Agora's focus on ecommerce conversions
10:15 - Monetization through hedge funds
11:15 - Joe Rogan's podcast profitability
14:00 - Bay Area Times' positive industry news
15:00 - Profitability before monetization for Bay Area Times
18:15 - Small teams and revenue for entrepreneurs
20:15 - Small teams for greater profitability
21:15 - Studying media greats like Rupert Murdoch
26:15 - Podcasts for expertise sharing
29:00 - Economic freedom and financial security
32:00 - Impactful employment business
33:00 - Small acts making the world better
34:45 - Pomp's book recommendation

Shabbat Sermon at Beth El Congregation in Baltimore. (April 5, 2025)