14 min 4 sec

Weekly Recap: Setbacks, Roadblocks, and Challenges

In our thirtieth recap of Season II, we'll highlight the lessons learned in this week. Also: listener Q&A!
Lessons Resources SHS Updates Side Hustle Failures Weekly Recap

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Notes from Chris

Episode 575

A lot of the people I've talked to have found issues with the fees taken by larger organizations like Uber and Amazon. But in order to participate in those systems and have access to the number of people available on any given platform, you have to agree to the terms. Nobody is forcing you to do this.

If you don't like it, don't participate. And furthermore, if you think you can do better, you're more than welcome to go somewhere else!

But keep in mind that you're not just paying for using the service—you're also paying for the reach that these services have and the convenience they offer. Life is short—ask yourself what you can do to get you one step closer to the goals that you believe in.

Listen to today's Weekly Recap to learn more about perspective and adopting a positive attitude for side hustle success!


This is a new segment that we're trying out with the help of side hustlers that we've featured on the show in the past. Today, we have an update from Madhavi Jagdish from Ep. 45.

Listen to the Weekly Recap to hear from Madhavi and see what's happened since she was featured on the show back in 2017!


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

  • Ep. 569 - It turns out you can stand around all day and make things happen, as two side hustlers from London prove with their standing desk contraption
  • Ep. 570 - She wanted to influence the next generation in her field. But after first teaching at a local university, this database consultant decided to design her own curriculum in the form of a book and online course
  • Ep. 571 - When he began live streaming his video games for a faraway friend, he had no idea he’d end up building a 30,000 person community and earning up to $3,000 a day
  • Ep. 572 - Two Florida State grads create a mini-mouthwash empire, selling 3,500 bottles in less than a year
  • Ep. 573 - A Dallas Cowboys fan turns his passion for sports and traveling into an epic road trip and a foam-fingered brand
  • Ep. 574 - After recovering from a chronic illness through the power of plants, a woman trades in hedge funds by day and healing powders by night
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 roughly 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! Most Weekly Recap episodes include Listener Q&A.

Call the Side Hustle Hotline at 844-9-HUSTLE (844-948-7853), record your question and send it to podcast@sidehustleschool.com, or just send us an email!

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:

  • While waiting tables, a recent college grad discovers the world of “sneakerheads.” He then learns to buy and resell shoes, earning a six-figure income and quitting his job within a year
  • This shipping executive’s foreign friends struggled to get their hands on the American goods he took for granted. His new business now delivers thousands of packages a month to countries like Liberia and Hungary
  • And so 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!

Also, if you're interested in joining the Side Hustle Society, visit our Society page to get notified when it goes live!



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Quote of the Day
"The same people who complain about one thing will complain about something else. If you’re unhappy with something, just move on!"

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To infinity and beyond,

Chris Guillebeau