Side Hustle School Ep. 3286 - Q&A: “After nine years of daily episodes, what’s next?”
Dec 30, 2025
A longtime listener sparks a conversation about the future direction of the show. Exciting plans include revisiting archives and spotlighting past stories. Chris announces an engaging new event focused on neurodiversity in the workplace. There’s a commitment to continue daily episodes as the show enters its tenth year. Listeners are invited to participate with their questions and side hustles. Plus, upcoming resources on time anxiety promise to support those juggling multiple commitments. Stay tuned for a year filled with fresh insights!
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Power Of Regular Annual Review
- Chris Guillebeau runs annual reviews and reflects yearly to improve projects and priorities.
- Regular reflection helps him decide what to keep, change, or try next for the podcast and other work.
Iterate With A Bias Toward Action
- Keep what works and fix what doesn't while testing new ideas each year.
- Maintain a bias toward action and respect listeners' time when iterating your project.
Ten Years And Archival Episodes
- Side Hustle School will continue daily into its 10th year and will revisit archival episodes.
- Chris plans more archive features and updates so listeners can hear episodes they may have missed.