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. ►►Subscribe to my weekly newsletter for insights on community, creators and commerce. You'll also find out when new and exclusive episodes come out from Where It Happens. And it's totally free. https://latecheckout.substack.com FIND ME ON SOCIALTwitter: https://twitter.com/gregisenbergInstagram: https://instagram.com/gregisenberg/TikTok: https://tiktok.com/@gregisenberga BOOKS POMP MENTIONEDUnreasonable 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 EPISODEProduction Team: https://podflow.comPomp on Twitter: https://twitter.com/APomplianoPomp on YouTube: https://www.youtube.com/c/anthonypomplianoPomp'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