Side Hustle School

Chris Guillebeau / Onward Project•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.

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

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Episodes

#2416 - Q&A: “Get paid to take photos with Snappr…”

An amateur photographer signs up for Snappr, the service that describes itself as “Uber for photographers.” If you want to get paid to shoot portrait sessions, pay attention. 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: [email protected] Be on the show: SideH...

Aug 13, 2023•6 min•Ep. 2416

#2415 - Q&A: “I HATE making sales calls…”

A software consultant is getting off to a good start with his side business, but he has one problem: he *strongly* dislikes making sales calls. Let’s see if we can help out our fellow introvert! 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: [email protected] B...

Aug 12, 2023•6 min•Ep. 2415

#2414 - Failure Friday: Couples’ Intimacy Coach Fails to Spark Passion

In this week’s Failure Friday segment, we hear from an “up close and personal” intimacy coach for couples. Alas, her quest to become the Cupid of the digital age fizzled 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: [email protected] Be on the show: SideH...

Aug 11, 2023•6 min•Ep. 2414

#2413 - TBT: Book Launch Manager Gets Paid to Pitch Authors

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a book launch manager who gets paid to pitch authors. Specifically, she helps upcoming and newly released books to get more attention … by any means necessary! 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: SideHustle...

Aug 10, 2023•6 min•Ep. 2413

#2412 - Q&A: “I’m making $10k/month … but I feel overwhelmed.”

This ecommerce business is taking off, but the owner isn’t sure what to do next. How do you handle an unexpected success? 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: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisg...

Aug 09, 2023•6 min•Ep. 2412

#2411 - Q&A: “I’m ready to buy and sell sneakers!”

An MBA student wants to get in on sneaker reselling. Does he have what it takes to put his best foot forward? 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: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Co...

Aug 08, 2023•5 min•Ep. 2411

#2410 - First $1,000: Electric Vehicle “Sherpa” Offers Fast Delivery

In this week’s First $1,000 segment, we hear from a guy operating an all-new side hustle: he helps electric vehicle buyers get their cars sooner! 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: [email protected] Be on the show: SideHustleSchool.com/questions Con...

Aug 07, 2023•6 min•Ep. 2410

#2409 - Q&A: “Should I sell on eBay, Etsy, or Shopify?”

Selling on multiple platforms can increase revenue, but also generates more headaches. For a busy side hustler who can only be in one place at a time, how should you choose? 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: [email protected] Be on the show: SideHu...

Aug 06, 2023•6 min•Ep. 2409

#2408 - Q&A: “An at-home escape room kit…”

Live from Ireland, this chemical engineer has a passion for puzzles and mind games—and she wants to sell an at-home escape room kit! How can we get this cool (yet constraining) idea unlocked? 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: [email protected] Be o...

Aug 05, 2023•6 min•Ep. 2408

#2407 - Failure Friday: “Once I knew I had ADHD, everything made more sense…”

In this week’s Failure Friday segment, we hear from a self-employed programmer who struggled with motivation and procrastination. After many years of difficulty, he received an ADHD diagnosis that led to much improved habits. (I’ve been there! I have ADD, too.) 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. ...

Aug 04, 2023•7 min•Ep. 2407

#2406 - TBT: Georgia Fruit Stand Seller Sees Juicy Returns

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a fruit stand seller in Georgia. After three years of setting up shop, it now earns more than $50,000 a season. 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: [email protected] Be o...

Aug 03, 2023•6 min•Ep. 2406

#2405 - Q&A: “Career coaching, live from Tokyo…”

A listener in Japan wants to leverage 15 years of cross-cultural experience into an online venture. 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: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on I...

Aug 02, 2023•5 min•Ep. 2405

#2404 - Q&A: “Help, I only have $100 to spend!”

A single mom from Detroit is ready to start side hustling, but only has $100 to spare. Is there anything she can do? (Short version: YES.) 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: [email protected] Be on the show: SideHustleSchool.com/questions Connect on...

Aug 01, 2023•5 min•Ep. 2404

#2403 - First $1,000: Freelance Animator Makes Snappy Commercial Videos

In this week’s First $1,000 segment, we hear from a financial analyst with a secret side hustle making snappy short videos. 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: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chri...

Jul 31, 2023•6 min•Ep. 2403

#2402 - Q&A: “How does a gadget reviewer expand his platform?”

A tech enthusiast hopes to go from unboxing on YouTube to reaching more people on different platforms. 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: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect o...

Jul 30, 2023•5 min•Ep. 2402

#2401 - Q&A: “Am I too late to the side hustle party?”

Do you ever feel like you’re too late to something? That’s what this longtime school teacher is feeling. Good news: she’s *not* too late, and neither are you. 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: [email protected] Be on the show: SideHustleSchool.com/...

Jul 29, 2023•5 min•Ep. 2401

#2400 - Failure Friday: The Dial-a-Poem Hotline

In this week’s Failure Friday segment, we hear from a longtime poetry lover who offers a service called Dial-a-Poem: basically a personal poetry hotline. 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: [email protected] Be on the show: SideHustleSchool.com/quest...

Jul 28, 2023•7 min•Ep. 2400

#2399 - TBT: Hand Lettered Wedding Invites Are Here to Stay

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a retail associate who uses her calligraphy skill to start a side hustle offering hand-lettered wedding invitations. 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: [email protected]...

Jul 27, 2023•6 min•Ep. 2399

#2398 - Q&A: “Starting out in real estate in San Francisco…”

If you want to flip houses, is San Francisco really the best market? 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: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit C...

Jul 26, 2023•5 min•Ep. 2398

#2397 - Q&A: “I’m ready to make an app! Uh, what should it be?”

Calling in from Seattle, Amy is a software developer who's been mulling over the idea of creating her own mobile app—but what kind of app should she make?? 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: [email protected] Be on the show: SideHustleSchool.com/que...

Jul 25, 2023•5 min•Ep. 2397

#2396 - First $1,000: Selling Vintage Clothes on Poshmark

In this week’s First $1,000 segment, we hear from a seller of vintage and modern clothes who uses the online marketplace Poshmark to sell thousands of dollars of clothes each month. 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: [email protected] Be on the show...

Jul 24, 2023•7 min•Ep. 2396

#2395 - Q&A: “SEO consulting for small businesses…”

A digital marketing professional wants to start side hustling. How can he position himself to serve local businesses with SEO? 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: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: @c...

Jul 23, 2023•5 min•Ep. 2395

#2394 - Q&A: “Should I become a financial advisor for healthcare workers?”

Today’s caller works as a data analyst in the health sector, but she's also got a keen interest in investing. Might there be a way to combine these talents for one side hustle to rule them all? 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: [email protected] Be...

Jul 22, 2023•5 min•Ep. 2394

#2393 - Failure Friday: Ghost Tours Fail to Scare Enough Clients

In this week’s Failure Friday segment, we hear a spooky story: an attempt at offering a ghost tour of Denver fails to scare enough people into signing up. 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: [email protected] Be on the show: SideHustleSchool.com/ques...

Jul 21, 2023•6 min•Ep. 2393

#2392 - TBT: Game Consoles, VCRs, and Typewriters for Sale

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a reseller who specializes in retro electronics including vintage game consoles and typewriters. 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: [email protected] Be on the show: Sid...

Jul 20, 2023•6 min•Ep. 2392

#2391 - Q&A: “How to sell a ‘Democracy in Action’ program?”

A listener looking to inspire others to become more active in their local government wants to start a subscription service of some kind. 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: [email protected] Be on the show: SideHustleSchool.com/questions Connect on T...

Jul 19, 2023•6 min•Ep. 2391

#2390 - Q&A: “Can I tell someone else’s story on my podcast?”

If you make a storytelling podcast, can you tell someone else’s story without their permission? 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: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Insta...

Jul 18, 2023•5 min•Ep. 2390

#2389 - First $1,000: Indian Tutor Helps U.S. High School Students Learn Math

In this week’s First $1,000 segment, we hear from an Indian listener. He’s built a bustling business as an online math tutor for high school students in the U.S. 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: [email protected] Be on the show: SideHustleSchool.c...

Jul 17, 2023•6 min•Ep. 2389

#2388 - Q&A: “What should I sell on Fiverr?”

A digital nomad with a range of skills wants to offer services on Fiverr. How should he specialize to be most efficient and profitable? 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: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Tw...

Jul 16, 2023•6 min•Ep. 2388

#2387 - Q&A: “It’s hard to compete with bigger firms!”

A talented designer is facing competition with larger design firms in her area. How can she stand out and make her mark? 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: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisgu...

Jul 15, 2023•5 min•Ep. 2387

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