Ep. 6 - Staring Down Self-Doubt (and Shipping Nightmares)

The Unsexy Businessmen · Nov 5, 2025 · 46m

Self-doubt hits everyone—new founders, seasoned owners, and yes, even the loud confident ones. In this episode of Unsexy Businessmen, Alex and Aaron break down how they've handled doubt at critical moments (quitting jobs, starting companies, taking risks), and the simple habits that keep momentum going when your brain wants to stall. They also get real about internet "gurus," why vetting advice matters, and how to build a circle that fuels progress instead of insecurity. In the listener Q&A, they tackle two super-practical topics: (1) how to price commercial cleaning work when you're new, and…