Side Hustle School - podcast cover

Side Hustle School

Chris Guillebeau sidehustleschool.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.

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Episodes

#1751 - Nomadic Couple Starts Vintage Camper Rental Biz

This couple combines their love for travel and vintage campers into a unique rental 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 every single day since January 1, 2017. We're also very grateful for your five-star ratin...

Oct 17, 20217 minEp. 1751

#1750 - Q&A: How to create a "hype coin"?

After a NYT reporter created something called “Idiot Coin,” today’s caller wants to get in on the hype coin craze while it lasts. Also: is it true that we’re making a Side Hustle School digital currency? Buckle up! 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'...

Oct 16, 20215 minEp. 1750

#1749 - Failure Friday: “I was exhausted and doing the bare minimum for my business…”

In this week’s Failure Friday segment, we hear from Julia Taylor, the owner and designer of an adventure-themed brand of totes and mugs. When she and her husband combine business with travel, they get an unexpected surprise. 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 ...

Oct 15, 20216 minEp. 1749

#1748 - TBT: “MomBox” Expands to Popular Subscription Box Service

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Kate Westervelt, the founder of MomBox. She’s gone from frustrated new mom to CEO of a growing startup! 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...

Oct 14, 20216 minEp. 1748

#1747 - Q&A: What's the best way to keep track of side hustle ideas?

Today’s listener is wondering about a good way to record and track ideas. Naturally, he’s thinking of side hustle ideas—but it really could apply to *any* ideas. I’ll give you three good options in my answer. 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...

Oct 13, 20215 minEp. 1747

#1746 - Tailgate Lover Creates Product Review Business

When this insurance manager has an idea in the middle of the night, he balls in love with the intersection of entrepreneurship and sports. 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 ...

Oct 12, 20217 minEp. 1746

#1745 - Q&A: Going back-to-office puts a crimp in side hustle life

Today’s listener has been operating his side hustle in secret while working remotely—and now he has to return to the office. What happens next?? 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. ...

Oct 11, 20216 minEp. 1745

#1744 - Instructor Offers Online Wellness Classes for Seniors

This tech-savvy senior helps others find their zen with technology, all while getting paid for teaching classes through a third-party 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. W...

Oct 10, 20217 minEp. 1744

#1743 - Q&A: How to profit from the wild used car market?

Used car prices are sky-high! If you’re not currently selling a car, is there any way to profit from markets like these? 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...

Oct 09, 20215 minEp. 1743

#1742 - Failure Friday: Supplier Problem Harms Client Relationship

In this week’s Failure Friday segment, we hear from an attorney who sells cork sunglasses (not at the seashore…). When a client placed a large order, a long delay in China caused the relationship to break down. 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 fr...

Oct 08, 20216 minEp. 1742

#1741 - TBT: Weightlifting Equipment Sets Pandemic PR

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Mike Reed, founder of Micro Gainz, a system that helps weightlifters break plateaus. The pandemic helped him bulk up his business! 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 fr...

Oct 07, 20217 minEp. 1741

#1740 - Q&A: Should I hire influencers to market my skincare products?

Today’s caller is launching her own skincare line, and is thinking of paying influencers to post about her products. Is this a good idea—and if so, what does she need to know in advance? 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 publishe...

Oct 06, 20216 minEp. 1740

#1739 - Viking Geek Turns Podcasting Pro

A teenage history fan starts a podcast about vikings that grows to 50,000 downloads/month. He then becomes a podcast growth consultant, 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 ...

Oct 05, 20217 minEp. 1739

#1738 - Q&A: How to approach a company about a partnership?

Today’s listener has an interesting challenge: he wants to reach out to a company he bought a product from and offer to partner with them. He’s already tracked down their key employees on LinkedIn. What’s the next step? 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...

Oct 04, 20216 minEp. 1738

#1737 - Crafter Fashions Upcycled Chairs Into Six-Figure Shop

A Texas crafter turns castoffs into whimsical works of art, earning a full-time income and building a sustainable business. 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 grate...

Oct 03, 20216 minEp. 1737

#1736 - Q&A: “I’d like to create a cohort-based course like B-School”

What are the advantages and disadvantages of structuring a course where students go through it at the same time—both for the students and the course creator? 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 Janu...

Oct 02, 20215 minEp. 1736

#1735 - Failure Friday: Pancake Art in Bangkok Fails to Flip

In this week’s Failure Friday segment, we hear from the co-founder of Dancakes, the world’s first international pancake art brand. We profiled them for Episode 1,000 (!) and they’re back today with a strong disaster 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 al...

Oct 01, 20219 minEp. 1735

#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
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