Apr 22, 2026
Target date funds can be good. But most are not. That's the uncomfortable fact we'll dive into in today's episode.
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Jesse delivers a critical re-evaluation of target date funds—one of the most widely used “set-it-and-forget-it” retirement tools—arguing that...
Apr 8, 2026
In today’s replay of episode 62, Jesse is joined by Fritz Gilbert—retirement blogger behind The Retirement Manifesto and former corporate executive turned early retiree—for a candid and experience-driven conversation about what retirement actually feels like after the spreadsheets are closed and the plan...
Apr 1, 2026
On his 15th Ask Me Anything episode, Jesse tackles a fresh set of listener questions with a throughline that centers on how to evaluate financial decisions in a world full of new ideas, policy noise, and competing priorities—starting with a breakdown of “Trump accounts” and what they actually mean for real...