Side Hustle School - podcast cover

Side Hustle School

Chris Guillebeau / Onward Projectsidehustleschool.com

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.

Sales and Distribution by Lemonada Media https://lemonadamedia.com/  

Episodes

#1734 - TBT: Comfy Pillow Provides Seatbelt Support for Cancer Patients

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the creator of the ParkPuff, a “go anywhere” seat belt pillow for cancer and surgery patients. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every sing...

Sep 30, 20218 minEp. 1734

#1733 - Q&A: Should I become a “miles and points broker”?

This listener’s dad has an extra half million Frequent Flyer miles sitting around. The surplus has got them both thinking: is there a way they can get paid by matching discounted miles with budget flyers? Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and...

Sep 29, 20215 minEp. 1733

#1732 - “Going Gray” Blog Brings in $6,000/Month

When an aerospace manager decides to embrace her gray hair, she starts a blog to help others in similar situations. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for ...

Sep 28, 20218 minEp. 1732

#1731 - Q&A: How do you 'build your platform' if you're selling on Amazon?

Today’s caller has an important question: if you use Fulfillment by Amazon, how do you go about building your platform? After all, Amazon controls the entire customer service process and doesn’t even let you know who’s buying. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass i...

Sep 27, 20215 minEp. 1731

#1730 - 7th Grade Teacher Earns 2nd Income Writing Resumes

This English teacher has a passion for writing. After a few unexpected twists and turns in his career, he’s using his skills to help others find their dream jobs. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since...

Sep 26, 20216 minEp. 1730

#1729 - Q&A: What separates a $30 course from a $1,000 course?

Some online courses cost $30, others cost $1,000 or more. What’s the difference between a lower-priced course and a higher-priced one—are the more expensive ones just “better” or is there more to the story? Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free a...

Sep 25, 20215 minEp. 1729

#1728 - Failure Friday: “Everyone in the room said ‘Turn it off!’…”

In this week’s Failure Friday segment, we hear from Jonathan Fields (!), author of Sparked. The morning his popular yoga studio received a VIP guest, the sound system broke down. He ran out to get a new one just in time, and the problem was solved—or was it? Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're ...

Sep 24, 20219 minEp. 1728

#1727 - TBT: “ColorHype” Owner Sells 8,000 Painting Kits

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of ColorHype. Initially a local painting class business based in Texas, ColorHype adapted during the pandemic and sold more than 8,000 painting kits to customers nationwide. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If yo...

Sep 23, 20217 minEp. 1727

#1726 - Q&A: Is it still a good idea to sell Merch by Amazon?

Two years ago, one of our listeners made $30,000 selling t-shirts on Amazon without stocking any inventory. Opportunities come and go, however, and today’s caller is wondering if the Merch by Amazon program is still viable. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it a...

Sep 22, 20215 minEp. 1726

#1725 - “Big Dinosaur Podcast” Generates Dino-mite Profits

A dinosaur loving couple starts a podcast about their favorite ancient reptiles, hosting more than 350 episodes and now bringing in a full-time income. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1,...

Sep 21, 20217 minEp. 1725

#1724 - Q&A: Can I use OnlyFans for PG-rated content?

Today’s caller wants to recruit supporters on OnlyFans, but she doesn’t provide “adult” services. Is it possible to use this platform for PG-related patronage? Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since Ja...

Sep 20, 20215 minEp. 1724

#1723 - Utah Dad Makes a Splash with Paddleboard Rentals

Pandemic demand for outdoor activities helped this seasonal side hustle—but what really allowed it to thrive was the owner’s use of Google Maps. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. ...

Sep 19, 20217 minEp. 1723

#1722 - Q&A: Can I sell travel insurance packages as an affiliate?

The airlines make millions of dollars pushing useless travel insurance policies. How can you get in on the racket?? Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for ...

Sep 18, 20216 minEp. 1722

#1721 - Failure Friday: “A bad hire will set you back six months…”

In this week’s Failure Friday segment, we hear from the founder of a consulting training firm. As his business grew, he went against his intuition and hired an overseas virtual assistant. Unfortunately, this new employee created more problems than they solved. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you'r...

Sep 17, 20216 minEp. 1721

#1720 - TBT: Local Comic Book Store Expands to National Subscription Box

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the Sacramento-based co-owner of Comic Crate, a monthly comic book subscription box service. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single...

Sep 16, 20217 minEp. 1720

#1719 - Q&A: Our listener won a contest to live in Airbnbs for a year!

Amazing story: one of our listeners in the UK won a contest (with 315,000 entrants) to live anywhere with Airbnb for a whole year. Awesome, right? He’s now wondering how to maximize the publicity his family is getting. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along!...

Sep 15, 20216 minEp. 1719

#1718 - The $30,000/Month Women’s Fitness Website

When a mom of two wants to avoid returning to full time employment, she starts freelance writing. An assignment for a women’s fitness website leads to much more when she adapts their model for herself. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and ha...

Sep 14, 20218 minEp. 1718

#1717 - Q&A: “I want to write the German immigrant's guide to the U.S…”

A listener from Germany immigrated to the U.S. several years ago. He found the legal process to be confusing, and now wants to help guide other German-speakers through the experience. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published e...

Sep 13, 20216 minEp. 1717

#1716 - Houseplant Biz Blossoms for Hong Kong Transplant

A Washington, D.C. resident originally from Hong Kong uses Facebook Marketplace to cultivate a $4,000/month houseplant hustle, all based on the Chinese principles of Feng Shui. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every si...

Sep 12, 20216 minEp. 1716

#1715 - Q&A: Reselling for others: should I charge a flat fee or percentage?

A listener and her teenager have been getting off to a good start selling on Facebook Marketplace. They now have the chance to sell for others, and are wondering about some best practices. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been publis...

Sep 11, 20215 minEp. 1715

#1714 - Failure Friday: Dating Profile Ghostwriter Struggles to Launch App

In this week’s Failure Friday segment, we hear from Meredith Golden, the founder of an app that provides transparency and truth in dating. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're ...

Sep 10, 20218 minEp. 1714

#1713 - TBT: Wine Tour Business Pivots During Pandemic

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of Heathen Wines. After hosting tours all over Europe, he changed his business model during the pandemic to offer virtual tours and sell private label wine. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the...

Sep 09, 20216 minEp. 1713

#1712 - Q&A: Is there a way to trade plane tickets for profit?

Today’s listener has a creative idea, but also some sky-high problems to solve. Is it possible to trade unused plane tickets between passengers with different names? Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day si...

Sep 08, 20216 minEp. 1712

#1711 - P.E. Teacher Livestreams Lessons to 50,000 Students

When her school district goes remote, this P.E. Teacher (and former pro volleyball player!) begins teaching daily on YouTube. Within two months, she starts a new business and quits her job to go all-in. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and h...

Sep 07, 20218 minEp. 1711

#1710 - Q&A: “I’d like to be a financial advisor for Gen Z…”

This Gen Z listener wants to become a financial advisor for her generation. How can she build her authority and platform? Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very gratefu...

Sep 06, 20215 minEp. 1710

#1709 - No Code, No Problem: Easy-to-Build Apps for Everyone

While waiting in line at a food truck, this Miami man discovers a way to build professional looking apps without learning how to code. He now earns a substantial side income building them for clients. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has...

Sep 05, 20217 minEp. 1709

#1708 - Q&A: What are the ethics of paid referrals to therapists?

A listener with a YouTube channel about quitting smoking wants to earn commissions by referring viewers to therapists. What are the ethical and practical concerns of this idea? Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every si...

Sep 04, 20215 minEp. 1708

#1707 - Failure Friday: “Hundreds of people were shut out of my webinar…”

In this week’s Failure Friday segment, we hear from a boudoir photographer who diligently planned for her first webinar with 400 excited attendees—but the platform could only handle 50 of them. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been p...

Sep 03, 20218 minEp. 1707

#1706 - TBT: Extra-Strong Coffee Supports Firefighters Nationwide

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of Muertos Coffee. This coffee is strong enough to raise the dead! Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since ...

Sep 02, 20216 minEp. 1706

#1705 - Q&A: How does a side hustle fit into a savings plan?

How does a side hustle fit into your overall savings plan? That’s what our listener wants to know, in response to some recent comments on different asset classes. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free and has been published every single day since...

Sep 01, 20215 minEp. 1705