10 min 23 sec

WEEKLY RECAP: Our Big Plans for 2020!

Major update today! After three years of non-stop, daily episodes, here’s what’s happening next year...
Side Hustle School Weekly Recap

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Notes from Chris

Episode 1065

We’ve just finished week 48 of Season III

This week featured a Tuscan vacation that inspires a leatherworking hustle, a book lover who ships out YA novels for fun and profit, an engineer who stumbles into a custom cartography business, and more!

Let’s jump right in to something big and exciting...

I want you to be the first to know a big announcement:

  • - Some context: we are now at episode 1,065(!) of what was originally a big undertaking to do 365 days in a row
  • - Longterm listeners may know that at the end of the first year - and then the second - I was encouraged, inspired, and challenged to keep going. So here we are and I want to first honor everyone who’s been part of this community (that is how I think of it). You are amazing and I’m really honored to be a small part of your world every day or however you choose to listen
  • - If we ended tomorrow, or at the end of December, I think we could say that we’ve done a pretty cool thing. I hear from listeners every single week if not every day who have drawn on the stories in the show to start projects of their own. It’s literally one of my favorite things in the world to hear
  • - But does this mean it’s winding down?? Until about a month ago, I was torn. I do like doing it, but I also tend to do my best work when I’m pioneering something, not maintaining it.
  • - So I kept going back and forth … it’s a good thing, but I want to always give my best … to keep it short, after a lot of back and forth, I found what I think is not just a modification, but an improvement. In talking with the team, they’re excited too.
Are you ready??

We want 2020 to be: The Year of Interaction!

I’ve always said that the community is the best part of everything I do—and I’ve always wanted to involve more people in the show without turning it into an interview format

So in 2020, we’re going to have:

  • * Real-time coaching throughout the year (you can follow along with listeners who are working on their projects)
  • * A CLASSROOM series that builds from January to December
  • * Several days a week that are all listener questions and answers

We still have a month to go, but you can expect that starting January 1, the show will continue to roll out every single day next year, and it will still be short - I respect your time - and now in addition to the stories (which we’ll still have, just not as frequently) there’s going to be a lot of listener interaction as we work with people throughout the year on their projects.

Want to be part of this? Go to --> Sidehustleschool.com/question

We'll begin an all-new adventure on January 1. If you’ve been listening passively, that’s cool, but I want to invite you to get a little more active as part of your 2020 goals.

Thank you again for being part of my world and allowing me to part of yours. The best is yet to come!


Today, we have an update from Callie. Ep. 432, Call Center Employee Uses Patreon to Fund LGBTQ Podcasts.

Listen to the Weekly Recap to hear from Callie!

Learn more about Callie's mission over on their podcast pages, The Gaytheist Manifesto & The Queer side.

Also consider supporting Callie's work at The Gaytheist Manifesto Patreon Page.


Here's what we heard this week on Side Hustle School! Listen to this week's recap for a more comprehensive highlight reel.

Inspiration is good; inspiration combined with action is better. Now get back to work!

Yours in the revolution,


We want to hear from you!

The best part of Side Hustle School is our community, and around 20% of our episodes come from listeners. Are you working on something and want to share it with us and our audience? If so, we want to hear from you!

Head on over to our online submission page, and we'll be in touch if your story is chosen.

And if you're still working on something but have some questions, we want to hear from you too! Starting Jan. 1, 2020, we'll have dedicated episodes for Q&A.

Go to the following link and leave us your question.

Here's what's coming up next...

Each week I'll feature more stories from people who are starting side hustles without quitting their job. Here's a sneak peek of what's coming next week:

  • A short-term holdover project between jobs becomes a seven-figure empire, all built on dog collars.
  • This yoga teacher offers classes just the way nature intended. No need to pack any exercise clothes for the workout!
  • And much more!

Do you have a side hustle story you'd like to share? Fill out the Side Hustle School submission form and your story may be featured on the show!



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Quote of the Day
"Coming in 2020: The Year of Interaction! We’ll be taking listener questions and answers throughout the week. Ask your question now at Sidehustleschool.com/question"

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To infinity and beyond,

Chris Guillebeau