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Side Hustle School

Side Hustle School

A daily show for everyone who works a regular job and wants to start an income-earning project on the side. In each episode, listeners will hear a different story of someone who's started a side hustle—along with what went well, how that person overcame challenges, and what happened as a result. The show is written and hosted by Chris Guillebeau, the New York Times bestselling author of The $100 Startup, The Happiness of Pursuit, and other books.

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Start listening to Side Hustle School

Boyfriend’s Sloppy Penmanship Turns Into Outsourced Writing Business

Side Hustle School

He wanted to impress his new girlfriend’s family, but he couldn’t write a letter to save his life—so he started a handwriting side hustle instead.

6 Min

Sep 23, 2017

Episode
Podcast
Time
Released
11 min
Sep 17, 2017
i

In our thirty-seventh weekly recap, we'll highlight the lessons learned in this week. Also: two days until the book comes out!

7 min
Sep 16, 2017
i

A longtime side hustler finds a way to get paid—a lot—for improving people’s online reputations.

13 min
Sep 10, 2017
i

In our thirty-sixth weekly recap, we'll highlight the lessons learned in this week. Also: more listener Q&A!

5 min
Sep 9, 2017
i

The road to riches may not be paved with poetry, but this Dubai accountant earns a healthy side income teaching workshops and producing performances.

14 min
Sep 3, 2017
i

In our thirty-fifth weekly recap, we'll highlight the lessons learned in this week. Also: more listener Q&A!

6 min
Sep 2, 2017
i

After teaching himself to roast coffee—nearly burning down his apartment in the process—a California man gets creative and uses a social network to grow his hustle.

16 min
Aug 27, 2017
i

This special episode features a personal story from Chris, along with four tips for making the most of an unexpected crisis.

11 min
Aug 27, 2017
i

In our thirty-fourth weekly recap, we'll highlight the lessons learned in this week. Also: more listener Q&A!

7 min
Aug 26, 2017
i

Knowledge of local culture—and an extended Moroccan family—help an IT manager set up a side business importing and selling jewelry.

11 min
Aug 20, 2017
i

In our thirty-third weekly recap, we'll highlight the lessons learned in this week. Also: more listener Q&A!

7 min
Aug 19, 2017
i

A new mother starts a magazine about bravery and vulnerability.

13 min
Aug 13, 2017
i

In our thirty-second weekly recap, we'll highlight the lessons learned in this week. Also: more listener Q&A!

8 min
Aug 12, 2017
i

A German couple create a personalized jewelry shop taking the fleeting memories of childhood and turning them into gorgeous memories that last forever.

13 min
Aug 6, 2017
i

In our 31st weekly recap, we'll highlight the lessons learned in this week. Also: a listener asks about her dog’s Instagram account.

6 min
Aug 5, 2017
i

Tired of a road warrior’s tangle of cables and plugs, a Hong-Kong-based entrepreneur makes chargers and adapters truly current.

12 min
Jul 30, 2017
i

In our thirtieth weekly recap, we'll highlight the lessons learned in this week. Also: a listener asks about shipping options for importing items from far away.

13 min
Jul 23, 2017
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In our twenty-ninth weekly recap, we'll highlight the lessons learned in this week. Also: a listener asks about naming her side hustle.

6 min
Jul 22, 2017
i

A high-school teacher turns his love for woodworking and business into lessons for his students, but it’s really he who’s doing all the learning.

10 min
Jul 16, 2017
i

In our twenty-eighth weekly recap, we'll highlight the lessons learned in this week. Also: more listener Q&A!

5 min
Jul 15, 2017
i

After being inspired by social good companies like TOMS, a woman in London creates a yoga accessories business that focuses on empowering women worldwide.

11 min
Jul 9, 2017
i

In our twenty-seventh weekly recap, we'll highlight the lessons learned in this week. Also: more listener Q&A!

4 min
Jul 8, 2017
i

Tanya-Jane Park wasn’t looking for a side hustle when she went to a popular music festival, but when her friend lost her handbag, she managed to find one anyway

11 min
Jun 25, 2017
i

In our twenty-fifth weekly recap, we'll highlight the lessons learned in this week. Also: more listener Q&A!

7 min
Jun 10, 2017
i

A thirty-four-year-old fashionista in New York City finds a way to turn the economic crisis into an opportunity promoting affordable fashion while bringing in a profit to keep her flush in designer looks.

11 min
Jun 4, 2017
i

In our twenty-second weekly recap, we'll highlight the lessons learned in this week.

9 min
Jun 3, 2017
i

A developer in Pennsylvania decides to create a book registry website to cater to it bringing in a new stream of passive income.

12 min
May 28, 2017
i

Listen to this episode for 3 specific tips and a simple methodology for making decisions.

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