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

#1794 - Q&A: “I’d like to write a paid financial newsletter for women…”

Paid newsletters have really taken off, with some earning multiple six-figures for their writers. This listener has an astute observation and an idea. How can we help her “get the bag”? 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...

Nov 29, 20214 minEp. 1794

#1793 - Accountant Trades Active Clients for Passive Course Sales

An American accountant living in South Africa creates a financial wellbeing course for small business owners. The passive income she earns from the course allows her to drop many of her 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 been ...

Nov 28, 20215 minEp. 1793

#1792 - Q&A: How can I sell different kinds of content in a bundle?

Today’s caller is making a podcast, video series, and maybe something else. All of it will be for sale, and they aren’t sure how to package it. Should it be a single “bundle” or sold separately? 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 ...

Nov 27, 20214 minEp. 1792

#1791 - Failure Friday: Test Prep Tutor Gets Rejected by 100 Publishers

In this week’s Failure Friday segment, we hear from the founder of a standardized test prep service. Before he started his business, he earned a perfect score on the SAT—and then pitched a book that was rejected by more than 100 literary agents and publishers. 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...

Nov 26, 20217 minEp. 1791

#1790 - TBT: “Recovering Attorney” Operates 7-Figure Podcast Service

Happy Thanksgiving! In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a former attorney and White House aide who starts a service helping businesses with podcasts. It’s grown into a 7-figure operation! 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 p...

Nov 25, 20218 minEp. 1790

#1789 - Q&A: How to market consulting for health professionals?

This Canadian listener is launching a learning platform for pediatric anesthesia. How can she reach her intended audience—and how can she serve professionals in this market from less-developed countries? 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 ...

Nov 24, 20215 minEp. 1789

#1788 - Rustic Tiki Bars Turn Into Pallet-able Career

Instead of heading to the elementary school classroom, this new teaching grad earns a good living making custom tiki bars for homeowners. Why not! 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...

Nov 23, 20216 minEp. 1788

#1787 - Q&A: How do people discover a new podcast?

Podcasts have a “discoverability problem”: they don't rank in search terms or get links from other sites. If you have a new show, what can you do to make sure people will find 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 enjoying the show, please pass it along! It's free and has been published every...

Nov 22, 20215 minEp. 1787

#1786 - Australian Shapes Crafty Shop During Lockdown

After discovering the life changing magic of polymer clay, an Aussie uses her time in lockdown to create a one-stop shop for the maker community. 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....

Nov 21, 20217 minEp. 1786

#1785 - Q&A: How to market “lockdown art” project?

A caller from New York City becomes well known for posting drawings and paintings to an Instagram account during pandemic lockdowns. Now he’s wondering: how can he monetize the attention he’s received? 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...

Nov 20, 20215 minEp. 1785

#1784 - Failure Friday: “Weeks after launch, the website was totally dead…”

In this week’s Failure Friday segment, we hear from Rupert Hunt, the founder of SpareRoom.com. It’s now the world’s largest roommate finder service—but in the early days, the team struggled to commit to 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 enjoying the show, please pass it along! It's free a...

Nov 19, 20215 minEp. 1784

#1783 - TBT: Pyrographic Drumsticks Blaze Profitable Path

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Ella Cordial-Brockelsby, the owner of Cordial Greetings. She uses pyrography (!) to make and sell woodburned home decor, art, and drumsticks. This episode is on fire... 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 t...

Nov 18, 20217 minEp. 1783

#1782 - Q&A: “I stopped writing on my blog. Should I delete it or just leave it up?”

Today’s caller started a blog with enthusiasm but then it fell into decline. What happens now? 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 rating...

Nov 17, 20215 minEp. 1782

#1781 - Fishing Charter Marketplace Hooks Clients and Guides

Two friends team up to build “Airbnb for fishing,” a marketplace of fishing trips that connects guides and clients worldwide. 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 gra...

Nov 16, 20217 minEp. 1781

#1780 - Q&A: How much do app designers make?

Today’s caller wants to understand the business of app-making. What’s the average app designer income? What about the outliers? 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 g...

Nov 15, 20215 minEp. 1780

#1779 - Plant-Based Lebanese Food Goes Online

As her health improved, this Aussie of Lebanese heritage started converting meat-based recipes to vegan equivalents. She’s now sharing her recipes with the world. 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...

Nov 14, 20217 minEp. 1779

#1778 - Q&A: Can I import rain barrels from the Netherlands?

A listener loves rain barrels (this is a thing) and she’s found the perfect one in the Netherlands—but she lives in the U.S. Might she be able to partner with the company to become their national distributor? 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...

Nov 13, 20214 minEp. 1778

#1777 - Failure Friday: “No one wanted a bat house during the pandemic…”

In this week’s Failure Friday segment, we hear from the maker of “Big Bat Houses.” When demand for his product plummeted at the start of the pandemic, he was forced to regroup. 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...

Nov 12, 20216 minEp. 1777

#1776 - TBT: Tap Dance Teacher Offers Worldwide Lessons

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Bill Simpson, chief tap dancer of HowtoTapDance.com. From his homebase of Melbourne, Australia, he teaches the art of the tap to students all over the world. 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, pl...

Nov 11, 20216 minEp. 1776

#1775 - Q&A: Best platform to host an online course?

These days, there are many options to host your online course: Thinkific, Teachable, Kajabi, and others. Is there a clear winner? 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...

Nov 10, 20215 minEp. 1775

#1774 - Consignment Sale Secrets: Ask to Sell Your Grandma’s Stuff

In need of extra money, an enterprising grad student starts selling his unused items online. He then branches out into consignment sales, with a twist: most of his inventory comes from friends and family. 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...

Nov 09, 20216 minEp. 1774

#1773 - Q&A: I launched my site and nothing happened!

Today’s listener made a website with something for sale, opened the cart for business, and no one bought anything. Womp, womp … what should he do 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,...

Nov 08, 20215 minEp. 1773

#1772 - Toronto Songwriting School Harmonizes During Pandemic

Two long-time friends work in harmony to maintain their songwriting school in the midst of pandemic disruptions. 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 you...

Nov 07, 20216 minEp. 1772

#1771 - Q&A: Idea for a “road trip kit” that sells at gift shops

A listener has a cool idea: they want to sell a road trip kit. How can they put it together, and who is their ideal customer? 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 gra...

Nov 06, 20215 minEp. 1771

#1770 - Failure Friday: “We hired a designer who said she could do everything…”

In this week’s Failure Friday segment, we hear from the co-founder of TuckTats, which sells temporary tattoos to cover surgical scars. When they were just getting started, they found a designer who was a one-stop shop—or so they thought. 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, pl...

Nov 05, 20218 minEp. 1770

#1769 - TBT: Southern Expat Redesigns Mississippi State Flag

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Micah Whitson, founder of a business that sells letterpress wall art for homes. Last year, he had the chance to redesign part of the Mississippi state flag! 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, ple...

Nov 04, 20217 minEp. 1769

#1768 - Q&A: Videographer hopes to provide remote filming services

This videographer hopes to go fully virtual with his filming services. LinkedIn and other companies have done this recently—what does our listener need to know? 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 J...

Nov 03, 20216 minEp. 1768

#1767 - Solitaire Game App Earns $10,000/Month

After a failed startup attempt, a developer revisits an old solitaire game he made as a side project. It now brings in a large amount of passive income every month. 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 sin...

Nov 02, 20216 minEp. 1767

#1766 - Q&A: Which business models are evergreen?

Opportunities come and go, but some business models stay around forever. Aside from reselling—which we cover from time to time—what are they? 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'...

Nov 01, 20215 minEp. 1766

#1765 - Nighttime Marathoner Has Bright Idea

Tired of wearing bulky safety gear while running at night, this competitive runner invents a better solution. 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 f...

Oct 31, 20218 minEp. 1765