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.

Hosted on Acast. See acast.com/privacy for more information.

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Episodes

#462 - Adjunct Professor Puts Course on YouTube for $100k Profit

An adjunct community college professor uploads his final course to YouTube, then converts it to a Udemy course. In just sixteen months, he reaches almost 35,000 students and makes over $100,000 in profits. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguilleb...

Apr 07, 20189 min

#461 - EMT Moonlights as App Builder, Earns $15,000 a Month

An emergency medical technical builds iPhone apps on the side, landing gigs with Buzzfeed and the University of Massachusetts. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more about listener data and our privacy p...

Apr 06, 20188 min

#460 - Stay-at-Home-Mom Hires Army of College Students

A new mom helps party hosts plan their events. After hiring college students to do the work, she parties her way to a European vacation, complete with Beyoncé tour tickets. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeau To learn more about listener ...

Apr 05, 201810 min

#459 - Aussie Woman Earns Up to $4,000/Month Painting Faces

When she left her job, she found herself longing to reconnect with a favorite hobby. So she grabbed some paints and brushes—and within an hour, found her first client. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn m...

Apr 04, 20187 min

#458 - Pathetic Triathlete Creates $30,000 Facebook Group

Frustrated with snobby and overly-serious triathletes, a man creates a Facebook group for more casual and fun discussion. It then transforms into a $30,000 side hustle with tens of thousands of members. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeau...

Apr 03, 20189 min

#457 - Kiwi Coder Makes Extra $50,000/Year from Virtual Paintbrushes

A New Zealand-based software developer puts her digital skills to artistic use by creating virtual lettering brushes for budding digital calligraphers. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more about listen...

Apr 02, 20189 min

#456 - Weekly Recap: Tips on Crowdfunding Campaigns & Clutter-Clearing

In our thirteenth recap of Season II, we'll highlight the lessons learned in this week. Also: listener Q&A! Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more about listener data and our privacy practices visit:...

Apr 01, 201813 min

#455 - Canadian Sports Enthusiast Earns $1,000/Month Selling Quirky Apparel

After learning to design and screen print sweatshirts in college, a Canadian skateboarder starts an Etsy shop that produces consistent, passive income. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more about listen...

Mar 31, 20188 min

#454 - Vintage Clothing Shop Sells Retro Jeans for Modern Money

The daughter of Ukrainian immigrants turns a love of shopping into an e-commerce shop selling one-of-a-kind vintage clothing. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more about listener data and our privacy pr...

Mar 30, 20187 min

#453 - Senior Center Director Creates Virtual Training Service

A director of operations at a senior center comes up with a way to improve training services—while building a sustainable side income. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more about listener data and our p...

Mar 29, 20189 min

#452 - Acrobatic Mom Jumps Through Hoops to Become High-flying Entertainer

It’s a bird, it’s a plane… or actually, it’s an acrobatic performance troupe that started as one mom’s side hustle, and now employs 14 people. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more about listener data a...

Mar 28, 20188 min

#451 - “Random Acts of Kindness” Project Earns Non-Random Cash Money

A new dad’s random acts of kindness kit sparks a movement of positivity while bringing in an extra $500/month. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more about listener data and our privacy practices visit: ...

Mar 27, 20187 min

#450 - In a World of Uncertainty, Build Your Own Security

After being laid off, a Denver man turns his hobby into a full-time gig that earns $8,000/month. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more about listener data and our privacy practices visit: https://www.au...

Mar 26, 20188 min

#449 - Weekly Recap: Are My Profit Margins Too High?

In our twelfth recap of Season II, we'll highlight the lessons learned in this week. Also: listener Q&A! Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeau To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/...

Mar 25, 201815 min

#448 - Santa Barbara Gift Shop Sells Soulful Succulents

She had always wanted to open a bricks-and-mortar retail store, but it was always too expensive—until now. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more about listener data and our privacy practices visit: http...

Mar 24, 20188 min

#447 - Public Health Employee Earns Extra $2,000/Month with Salesforce Consulting

An enterprising nonprofit employee bids for consulting contracts, earning a steady second income each month. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeau Instagram: @193countries To learn more about listener data and our privacy practices visit: h...

Mar 23, 201810 min

#446 - Canadian Mom Spells Out Success with Letterboard Loot

After a search for customizable letter boards leaves her empty-handed, a Side Hustle School listener sees the writing on the wall. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more about listener data and our priva...

Mar 22, 20187 min

#445 - Engineer Reprograms Herself, Finds Confidence to Start Over

After two failed attempts, a software developer’s passion for web development puts her on the path to profit. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more about listener data and our privacy practices visit: h...

Mar 21, 201810 min

#444 - Childhood Game Master Earns $1 Million from Nerdy Kickstarter Campaigns

This Ohio man loves board games so much that he made his own—and when he tries to raise $6,000 through a Kickstarter campaign, he ends up with much more than he ever imagined. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To...

Mar 20, 201810 min

#443 - Online Dating Profile Service Turns Frogs Into Princes

A Massachusetts woman helps men improve their online dating profiles. Tip #1: stop being creepy. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more about listener data and our privacy practices visit: https://www.au...

Mar 19, 20187 min

#442 - Weekly Recap: My Most Awkward and Embarrassing Moment

In our ninth recap of Season II, we'll highlight the lessons learned in this week. Also: listener Q&A! Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more about listener data and our privacy practices visit: http...

Mar 18, 201812 min

#441 - Australian Designer Starts Publishing Company, Hires Herself

A freelance designer creates a publishing company to produce and collaborate on books for female creatives. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more about listener data and our privacy practices visit: htt...

Mar 17, 20187 min

#440 - Romance Novel Expert Teaches Proofreading for $2,000/Month

Toronto book lover uses her extensive experience to teach the art of proofreading, bringing in an additional $2,000 a month. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more about listener data and our privacy pra...

Mar 16, 20188 min

#439 - Electrical Engineer Sells $800 Swarovski Crystal Bikinis

The next time you need a Swarovski-covered crystal bikini for a fitness competition (or just a walk to Starbucks), this engineer has got you covered. Strike a pose! Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more...

Mar 15, 20189 min

#438 - Pickleball Pro Pickles Profits from Persistent Practice

A call center supervisor leans into his passion for pickleball, discovers a need for skilled tournament managers, and launches a $40,000/yr side hustle. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more about liste...

Mar 14, 20188 min

#437 - Four Friends Create Conversations, Earn $400,000 in 8 Months

Dark winter days were no match for four Dutch friends looking to spark meaningful conversations. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more about listener data and our privacy practices visit: https://www.au...

Mar 13, 20188 min

#436 - It’s Not Vandalism, It’s a $15,000 Yard-Gram Hustle

A school teacher earns an extra $1,000 a month placing pink flamingos in neighbors’ yards. Yes, really! Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more about listener data and our privacy practices visit: https:/...

Mar 12, 20187 min

#435 - Weekly Recap: What’s Wrong with Network Marketing?

In our eighth recap of Season II, we'll highlight the lessons learned in this week. Also: listener Q&A! Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more about listener data and our privacy practices visit: htt...

Mar 11, 201813 min

#434 - California Moms Get High and Get Well

Two enterprising parents see the legalization of marijuana as an opportunity to help people while also helping themselves. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more about listener data and our privacy pract...

Mar 10, 20188 min

#433 - Southern Couple Rolls Out Sweet Profits With Family Side Hustle

A Mississippi husband-and-wife duo keeps things sweet and make $15,000/year on the side selling homemade cinnamon rolls. Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. Share: #SideHustleSchoolShow notes: SideHustleSchool.comTwitter: @chrisguillebeauInstagram: @193countries To learn more about listener data and our privacy practic...

Mar 09, 20188 min
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