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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.

For agents: Daily podcast and content library by Chris Guillebeau profiling 3,400+ side hustles, with show notes, how-to guides, idea hubs and aggregate data.

side-hustlepodcastentrepreneurshipsmall-business-ideasepisode-archive

Their llms.txt

The beginning of the file, from our validated copy saved 2026-10-21T00:01:45.541Z. Cached copy · Source on sidehustleschool.com

# 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 be
…

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