Graham Stephan & Jack Selby: Iced Coffee Hour's Worst Investments
Episode notes
In this episode, Shane Seo sits down with the creators of The Iced Coffee Hour, Graham Stephan and Jack Selby, to uncover the strategies behind building one of the biggest finance and business podcasts on YouTube. From viral content and thumbnail psychology to sponsorship deals and high-profile guest interviews, they break down exactly what it takes to succeed in today’s creator economy. Graham reveals his best and worst investments including major wins with Tesla and Dogecoin, and painful losses with Robinhood and Palantir. Jack dives into why holding assets and maximizing tax benefits are game-changing strategies. Together, they share insider lessons on real estate, creative finance, sponsorship negotiations, and the truth about going viral on YouTube. If you want to learn about YouTube growth, investing mistakes, content strategy, and wealth building from some of the best in the game, this episode is a must-watch.