Chris Guillebeau
Side Hustle School
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.
Besuch unbedingt die Website des Podcasts und unterstütze die Macher: sidehustleschool.com
Autor
Chris Guillebeau
Kategorie
Podcast-Website
Neueste Folge
1. Nov 2026
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#2421 - Failure Friday: Bank Cancels TikTok Star’s Revenue Stream 18.08.2023 8:02
In this week’s Failure Friday segment, we hear from an aspiring travel blogger and TikTok streamer. After an initial run at making a good income, the banking partner she worked with dropped her from its affiliate program. 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...
#2420 - TBT: Life Coaching Didn’t Work; This Was Better 17.08.2023 7:42
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a coach who transformed from general life coaching (not a great business model!) to focusing more specifically on self-confidence. 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 less...
#2419 - Q&A: “How to set up a paid mastermind group?” 16.08.2023 5:45
A “mastermind” of peers in your industry can be a free, informal group—or it can be a profit center for the right person. How would you set up one that makes money? 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 wee...
#2418 - Q&A: “Do you know of a Business Bootcamp?” 15.08.2023 6:02
An engineer in Alberta wants to jumpstart his side hustle with a short “business bootcamp.” Does such a thing exist—and if not, might there be a market for it? 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. Sh...
#2417 - First $1,000: British Gaming Computer Navigates Brexit 14.08.2023 6:46
In this week’s First $1,000 segment, we hear from a British university student who builds custom computers, selling them to gamers looking for an edge in the form of faster performance. 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...
#2416 - Q&A: “Get paid to take photos with Snappr…” 13.08.2023 6:11
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 day...
#2415 - Q&A: “I HATE making sales calls…” 12.08.2023 5:50
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...
#2414 - Failure Friday: Couples’ Intimacy Coach Fails to Spark Passion 11.08.2023 5:34
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 day...
#2413 - TBT: Book Launch Manager Gets Paid to Pitch Authors 10.08.2023 6:15
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 s...
#2412 - Q&A: “I’m making $10k/month … but I feel overwhelmed.” 09.08.2023 5:56
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:...
#2411 - Q&A: “I’m ready to buy and sell sneakers!” 08.08.2023 5:13
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: team@sidehus...
#2410 - First $1,000: Electric Vehicle “Sherpa” Offers Fast Delivery 07.08.2023 5:38
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: Side...
#2409 - Q&A: “Should I sell on eBay, Etsy, or Shopify?” 06.08.2023 5:41
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...
#2408 - Q&A: “An at-home escape room kit…” 05.08.2023 5:39
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&...
#2407 - Failure Friday: “Once I knew I had ADHD, everything made more sense…” 04.08.2023 7:22
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...
#2406 - TBT: Georgia Fruit Stand Seller Sees Juicy Returns 03.08.2023 5:37
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&...
#2405 - Q&A: “Career coaching, live from Tokyo…” 02.08.2023 4:57
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: team@sidehustleschool...
#2404 - Q&A: “Help, I only have $100 to spend!” 01.08.2023 5:29
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: SideHustleS...
#2403 - First $1,000: Freelance Animator Makes Snappy Commercial Videos 31.07.2023 6:01
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...
#2402 - Q&A: “How does a gadget reviewer expand his platform?” 30.07.2023 5:21
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: team@sidehustlescho...
#2401 - Q&A: “Am I too late to the side hustle party?” 29.07.2023 5:07
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. Sho...
#2400 - Failure Friday: The Dial-a-Poem Hotline 28.07.2023 6:46
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 no...
#2399 - TBT: Hand Lettered Wedding Invites Are Here to Stay 27.07.2023 5:39
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 listen...
#2398 - Q&A: “Starting out in real estate in San Francisco…” 26.07.2023 5:24
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: team@sidehustleschool.com Be on the show: SideHustleS...
#2397 - Q&A: “I’m ready to make an app! Uh, what should it be?” 25.07.2023 4:56
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 n...
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