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

Ep. 3339 - Q&A: “What kind of review platform would be best for online learning?”

So many people are doing online learning of all kinds these days, but selecting the right platform can also be overwhelming. Today's listener wants to create a review site to help users compare options—how should she proceed? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Ema...

Feb 21, 20265 minEp. 3339

3338 - Failure Friday: “They just weren’t interested in what we were selling…”

In this week's Failure Friday segment, we hear from the co-owner of a business that livestreams weddings. When Covid struck, they thought they had the perfect opportunity to expand to a new market—but buyer interest fizzled. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Emai...

Feb 20, 20267 minEp. 3338

Ep. 3337 - TBT: The Mushroom Kingdom of North Carolina

In this week's “Throwback Thursday” segment, we hear from the business manager of Phenomenal Fungi, which sells tinctures, cultures, and mushroom merch. It's been a busy year in the land of shrooms! Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.c...

Feb 19, 20268 minEp. 3337

Ep. 3336 - 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? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleScho...

Feb 18, 20265 minEp. 3336

Ep. 3335 - Q&A: “What separates small earners from big ones?”

Every Side Hustle School story features someone who earns at least $500 a month apart from their day job. But some people earn a lot more, earning six or even seven figures from their side hustle. A listener wants to know: what separates small earners from big ones? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each w...

Feb 17, 20265 minEp. 3335

Ep. 3334 - First $1,000: “I started by setting up a booth at the farmer's market…”

In this week's First $1,000 segment, we hear from a woman who makes and sells essential oils. By customizing her product line and building relationships at a local farmers market, the business now provides half of her income. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Ema...

Feb 16, 20265 minEp. 3334

Ep. 3333 - STORY: Game of Cones: Two Women Make Architecturally-Inspired Ice Cream

A nouveau-cream wave of ice cream debuts at Coachella, and everyone freaks out. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagram: @193countries Visit Chris's main site: ChrisGui...

Feb 15, 20267 minEp. 3333

Ep. 3332 - Q&A: “How to sell a reusable fork…”

She's made a foldable tote bag attached to a set of eating utensils. How will she find her ideal customers? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagram: @193countries Visit...

Feb 14, 20265 minEp. 3332

Ep. 3331 - STORY: Dog Stocking Hustle Earns Husky Payoff

He never saw himself starting a side hustle, but when he noticed one of his marketing clients making bank on seasonal pet gifts, he just couldn't roll over anymore—he had to act. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: S...

Feb 13, 20268 minEp. 3331

Ep. 3330 - TBT: The Accountant Who Sold Spreadsheets to Etsy Sellers

In this week's “Throwback Thursday” segment, we hear from an accountant who sells spreadsheet templates and other financial resources to creatives. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions C...

Feb 12, 20268 minEp. 3330

Ep. 3329 - Q&A: “Should I pay a publicist to book me as a podcast guest?”

Today's caller is trying to build her brand as a lifestyle coach. Should she hire a publicist to book her as a guest on podcasts? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagra...

Feb 11, 20264 minEp. 3329

Ep. 3328 - Q&A: “Why do online courses cost so much—or so little?”

Online courses are everywhere! Some cost $20 and others cost $2,000 or more. Why is there no consistency in pricing—and how can you determine what *your* price should be? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustl...

Feb 10, 20265 minEp. 3328

Ep. 3327 - First $1,000: “I dropped off hundreds of orders at the post office…”

In this week's First $1,000 segment, we hear from the creator of Dental Lace, the original zero-waste dental floss. It's now sold in retailers worldwide—but it all started with an idea that some people thought was crazy. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: t...

Feb 09, 20265 minEp. 3327

Ep. 3326 - STORY: Inventor Unclogs Profits With Innovative Drain Solution

A modern-day Edison creates a million-dollar product after constantly cleaning up loose hair in his household drains. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagram: @193count...

Feb 08, 20268 minEp. 3326

Ep. 3325 - Q&A: “How can I become a personal finance influencer?”

Today's caller wants to enter the world of personal finance experts and influencers. As she notes, she's not the only one! So if you want to break in—what do you do? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleScho...

Feb 07, 20265 minEp. 3325

Ep. 3324 - Failure Friday: “My virtual assistant was a fan of quiet quitting…”

In this week's Failure Friday segment, we hear from the founder of an advisory service who hires his first assistant. The relationship starts well, but as the founder stops paying attention, things go downhill. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehu...

Feb 06, 20266 minEp. 3324

Ep. 3323 - TBT: English Language Game Throws Down Amazon Gauntlet

In this week's “Throwback Thursday” segment, we hear from an English teacher who turns his passion for verbs into online income. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagram...

Feb 05, 20267 minEp. 3323

Ep. 3322 - 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? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehust...

Feb 04, 20264 minEp. 3322

Ep. 3321 - Q&A: “Should I start a new business or expand my current one?”

This listener grew a side hustle to a full-time business—so naturally, now she wants to start another hustle! Is it completely new or an expansion of what she's already been doing? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show:...

Feb 03, 20265 minEp. 3321

Ep. 3320 - First $1,000: Michigan Accountant Moonlights as Engagement Photographer

In this week's First $1,000 segment, we hear from Elaine in Wayne County, Michigan. She's an accountant for her day job and works as an engagement photographer for her side hustle. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show:...

Feb 02, 20266 minEp. 3320

Ep. 3319 - STORY: Physician Designs Plush Toys to Teach Anatomy

A physician designs and manufactures plush toys in the shape of human organs. They are used to teach kids about the human body, and as “get well soon” gifts for hospital patients. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: ...

Feb 01, 20267 minEp. 3319

Ep. 3318 - Q&A: “How can I sell on a platform like NextDoor?”

NextDoor is not primarily designed as a platform for you to go crazy and sell a bunch of stuff. So if you DO want to sell there—what do you need to know? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/quest...

Jan 31, 20264 minEp. 3318

Ep. 3317 - STORY: Jiu-Jitsu Instructor Pins Down Mobile Workout Tool

An unconventional workout tool becomes a hit on Kickstarter, then goes on to earn $20,000 a month for its creator. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagram: @193countrie...

Jan 30, 20267 minEp. 3317

Ep. 3316 - TBT: Designer Scales Personalized Wedding Products to $1M+

In this week's “Throwback Thursday” segment, we hear from a graphic designer who does custom illustrations for weddings and other events. It's now a seven-figure business! Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHust...

Jan 29, 20266 minEp. 3316

Ep. 3315 - Q&A: “How do I transition from Etsy to Shopify?”

A listener has been selling on Etsy and wants to make the switch to Shopify. What's the best way to do this? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagram: @193countries Visi...

Jan 28, 20265 minEp. 3315

Ep. 3314 - Q&A: “What's the best software to write a non-fiction book?”

Today's caller wants to know about the easiest and most helpful tools to write a non-fiction book. Unfortunately, books do not write themselves, but we'll give him three resources that might make it easier. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustle...

Jan 27, 20264 minEp. 3314

Ep. 3313 - First $1,000: “I still remember the day I hit the goal…”

In this week's First $1,000 segment, we hear from Jodi Carlson, who sells resources and materials for Girl Scout troop leaders. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Instagram:...

Jan 26, 20268 minEp. 3313

Ep. 3312 - STORY: The Clothes Dryer That Changed a Family Forever

When this government employee is let go from his job, he stumbles upon a reselling opportunity that would end up helping his family ride the coming recession—and eventually earn six figures in a single year. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustl...

Jan 25, 20268 minEp. 3312

Ep. 3311 - Q&A: “Get paid to help brands with their Terms & Conditions?”

Today's caller wants to help brands improve their Terms & Conditions, also known as T&C. Can she design and license a template that companies will pay for? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool...

Jan 24, 20265 minEp. 3311

Ep. 3310 - Failure Friday: “We were incredibly disappointed…”

In this week's Failure Friday segment, we hear from the founder of Kettlebell Kings, an ecommerce shop. When a big early order from a supplier went terribly wrong, he had to regroup and learn resilience. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustlesch...

Jan 23, 202610 minEp. 3310
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