The Stacking Benjamins Show

Joe Saul-Sehy spent 16 years as a financial advisor before launching The Stacking Benjamins Show, and that experience gives him an unusual advantage: he knows which financial topics actually trip people up in real life, not just in theory. The show's setup is deliberately fun. Joe and his co-host OG (a practicing financial planner who goes by his nickname) broadcast from what they jokingly call "Joe's mom's basement," complete with a fictional neighbor named Doug and regular comedy bits. It sounds goofy, and it is, but the financial content underneath is legitimately sharp. A typical episode mixes headlines, a deep-dive segment on a money or investing topic, and a trivia game. The investing coverage is balanced and undogmatic. They'll discuss index fund strategies one week, individual stock analysis the next, and real estate investing after that. OG brings the practicing advisor's perspective, grounding theoretical discussions in what actually works for clients managing real money. The guest list is impressive -- authors like Morgan Housel, Ramit Sethi, and Vicki Robin are regulars, and the interviews go beyond book promotion into genuinely useful territory. Episodes run about 60 to 75 minutes, and the humor keeps that length from feeling heavy. Joe and OG disagree with each other regularly, which is healthy -- you hear two experienced perspectives rather than one point of view presented as gospel. The show proves that personal finance content can be entertaining without being shallow and educational without being boring.