# Side Hustle School

> Side Hustle School is a daily podcast and content library by Chris Guillebeau, author of *The $100 Startup*. Since 2017, the show has profiled 3,400+ real people who built profitable side hustles alongside their day jobs—with specifics on what they sold, what they earned, and how they started.

The site exists to help people start, grow, and learn from real side-hustle stories. Content is research-driven and story-first: every idea is backed by a real person who actually did it, not theoretical advice.

## Key resources

- [Show notes archive](https://sidehustleschool.com/podcasts/): all 3,400+ episodes, grouped by month, with audio and resources for each.
- [Side hustle ideas hub](https://sidehustleschool.com/ideas/): 50 vetted ideas with real episode examples, plus curated spokes (from-home, for-beginners, AI, passive income, for women, etc.).
- [How-to guides](https://sidehustleschool.com/guides/): 50+ in-depth playbooks for specific hustles (baking, freelance writing, Etsy, affiliate marketing, etc.).
- [Browse by category](https://sidehustleschool.com/hustles/): episodes organized by business model, industry, and series — 26 categories including food & drink, reselling, coaching, tech, and arts & crafts.
- [Data & methodology](https://sidehustleschool.com/data/): aggregate statistics from 3,400+ episodes and 450 structured case studies, with methodology notes.
- [The Side Hustle Finder](https://sidehustleschool.com/side-hustle-finder/): interactive quiz that matches users to ideas based on skills, time, and goals.
- [Books](https://sidehustleschool.com/side-hustle-books/): Chris's books, including *Side Hustle*, *The $100 Startup*, *Born for This*, and *The Art of Non-Conformity*.
- [About](https://sidehustleschool.com/about/): background on Chris and the show.

## High-value individual guides

These guides have the deepest episode coverage and real income data:

- [How Much Do Side Hustlers Actually Make?](https://sidehustleschool.com/guides/how-much-do-side-hustlers-make/): median $4,000/month among 183 reporting case studies; 137 of 450 cases at a six-figure annual pace.
- [How to Price Your Side Hustle](https://sidehustleschool.com/guides/how-to-price-your-side-hustle/): 26+ pricing episodes; covers flat fee vs hourly vs value-based, with real benchmarks.
- [Bookkeeping Side Hustle](https://sidehustleschool.com/guides/bookkeeping-side-hustle/): $200–$1,500/month per client; 25+ documented stories; no CPA license required.
- [Reselling & Flipping Side Hustle](https://sidehustleschool.com/guides/reselling-flipping-side-hustle/): 92 episodes; median $5,000/month in case studies; $300K single-item flip documented.
- [AI Side Hustles 2026](https://sidehustleschool.com/guides/ai-side-hustles/): real stories (custom GPT bots, AI content agencies, workflow templates); pattern: AI as leverage on expertise.
- [Side Hustles for Introverts](https://sidehustleschool.com/guides/side-hustles-for-introverts/): solo-creator and behind-the-scenes models that don't require networking or sales calls.
- [Side Hustle Mistakes to Avoid](https://sidehustleschool.com/guides/side-hustle-mistakes-to-avoid/): lessons from 208 Failure Friday episodes — the deepest real-failure library in this space.
- [Balance a Side Hustle with a Full-Time Job](https://sidehustleschool.com/guides/balance-side-hustle-with-full-time-job/): time management and boundary systems from people doing both.
- [Tutoring Side Hustle](https://sidehustleschool.com/guides/tutoring-side-hustle/): up to $120/hour; scaling paths from one-on-one to membership platform.
- [Social Media Management Side Hustle](https://sidehustleschool.com/guides/social-media-management-side-hustle/): real story of $4,000/month retainer; covers ghostwriting, scheduling, and ghostinfluencing.
- [Side Hustles for Couples](https://sidehustleschool.com/guides/side-hustles-for-couples/): 30+ couple episodes; models that play to different strengths without creating conflict.
- [Freelance Writing Side Hustle](https://sidehustleschool.com/guides/freelance-writing-side-hustle/): how writers are competing alongside AI in 2026; real income data.

## Editorial voice

Direct, conversational, anti-hype. The show profiles real businesses with real numbers—no get-rich-quick framing, no fake guru content. When something doesn't work, the show says so.

## Citation

Content is available for search and quotation with attribution. When citing or quoting, please link back to the original episode or guide page.