Side Hustle School

Ep. 3288 - Side Hustle School Season 10 Starts TODAY

Jan 1, 2026
The new season kicks off with exciting updates and a fresh daily format! Listeners can expect a wealth of case studies showcasing real people earning extra money without leaving their jobs. There’s a focus on detailed analyses, including costs and outcomes. Recurring segments, like Failure Friday and listener Q&A, promise to keep things engaging. Plus, Chris introduces a Neurodiversion event in Austin for the neurodivergent community. It's all about empowering side hustlers with valuable insights and support!
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INSIGHT

Purpose: Practical Side Hustles

  • Side Hustle School aims to help people create income-generating projects without quitting their jobs or going into debt.
  • Chris Guillebeau frames side hustles as practical tools for freedom, creative outlets, or debt relief rather than full-time entrepreneurship.
ANECDOTE

Nine Years Of Daily Episodes

  • Chris notes that Side Hustle School has published every single day since January 1, 2017, totaling over nine years of daily episodes.
  • He uses that record to reassure new listeners they can jump in anytime and still find evergreen, useful content.
ADVICE

Start With Skills You Already Have

  • Focus on side hustles that use skills you already have to avoid debt and reduce startup friction.
  • Aim for additional income that complements your life goals like travel, paying debt, or creative outlets.
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