The Unsexy Businessmen

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


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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 (2) how to stop costly shipping mistakes with better SOPs and checks. No hype—just frameworks you can use today.

What you'll learn
  • A practical definition of self-doubt (and why motion beats rumination)

  • Two mindsets that work: blind persistence vs. disciplined stubbornness

  • The "calendar cure": structuring your day so fear has nowhere to sit

  • When to pivot vs. when to persevere (and how to tell the difference)

  • How to sanity-check advice and spot course-seller red flags

  • Building a support system that gives help, not hot air

  • Pricing a commercial cleaning contract: competitor recon → hours → margin

  • Why mid-market pricing often wins—and how to defend your rate

  • Turning a shipping error into a process win: checklists, dual-address flags, final confirms

  • How to correct mistakes with customers without torching trust

🔥 Ready to scale your business to millions? Here's how to do it now ➡️ https://www.unsexybusinessmen.com/offers/4VxHyQbf/checkout

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The Unsexy BusinessmenBy Unsexy Businessmen