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Side Hustle School

Side Hustle School

A daily show for everyone who works a regular job and wants to start an income-earning project on the side.

Chris Guillebeau / Onward Project Β· Lemonada Media

3,430 episodesEN

About

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/  

Ep 3375Ep. 3375 - STORY: Firefighter Uses Chainsaw for Jumbo-Sized Woodworking

Taking advantage of some downtime, this Alberta firefighter picks up a chainsaw and begins carving out life-sized wooden bears. He sells his creations to universities, restaurants, and anyone who wants a unique (and large!) handcrafted item.   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 Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.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 ratings—it shows that people are listening and looking forward to new episodes. 😎 πŸ™πŸΌ  See omnystudio.com/listener for privacy information.

Mar 29, 20266 min

Ep 3374Ep. 3374 - Q&A: β€œShould I offer a pay-what-you-will price?”

This listener started a pen-to-paper initiative to connect people through snail mail. It’s starting well, but how can it scale—and is a Pay-What-You-Will pricing model the best option?  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 Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.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 ratings—it shows that people are listening and looking forward to new episodes. 😎 πŸ™πŸΌ  See omnystudio.com/listener for privacy information.

Mar 28, 20265 min

Ep 3373Ep. 3373 - STORY: Savvy Stationery Site Offers Cards for Divorce & Diwali

A director at a non-profit college of music creates an e-commerce site selling greeting cards with a twist.  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 Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.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 ratings—it shows that people are listening and looking forward to new episodes. 😎 πŸ™πŸΌ See omnystudio.com/listener for privacy information.

Mar 27, 20267 min

Ep 3372Ep. 3372 - TBT: Frozen Yogurt Dog Treats Are No Barking Matter

In this week’s “Throwback Thursday” segment, we hear from the co-founder of a business that provides frozen treats for dogs.  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 Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.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 ratings—it shows that people are listening and looking forward to new episodes. 😎 πŸ™πŸΌ  See omnystudio.com/listener for privacy information.

Mar 26, 20266 min

Ep 3371Ep. 3371 - Q&A: β€œAny tips for buying stuff at flea markets to resell?”

Reselling is the easiest way to get started making money apart from your job. What are some tips to get started, and how can you find items to buy and sell? 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 Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.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 ratings—it shows that people are listening and looking forward to new episodes. 😎 πŸ™πŸΌ  See omnystudio.com/listener for privacy information.

Mar 25, 20265 min

Ep 3370Ep. 3370 - Q&A: β€œCan I tell people where to find fake luxury goods?”

A listener wants to sell a guide to replica luxury goods. She’s not going to sell the items themselves, just the information. Is this a good idea?  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 Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.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 ratings—it shows that people are listening and looking forward to new episodes. 😎 πŸ™πŸΌ  See omnystudio.com/listener for privacy information.

Mar 24, 20264 min

Ep 3369Ep. 3369 - First $1,000: City Government Staffer Leads Virtual Events

In this week’s First $1,000 segment, we hear from a virtual events planner. If you need a virtual wedding, networking event, or gender reveal party, she’s got it covered! 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 Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.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 ratings—it shows that people are listening and looking forward to new episodes. 😎 πŸ™πŸΌ  See omnystudio.com/listener for privacy information.

Mar 23, 20266 min

Ep 3368Ep. 3368 - STORY: Veteran Turns Sweet Compulsion Into Obsessive Candy Hustle

After completing 30 years of service in the Air Force, a veteran who struggles with OCD creates a new income source by selling candy. 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 Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.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 ratings—it shows that people are listening and looking forward to new episodes. 😎 πŸ™πŸΌ See omnystudio.com/listener for privacy information.

Mar 22, 20267 min

Ep 3367Ep. 3367 - Q&A: β€œI’m ready for more passive incomeβ€”what should I do?”

Our listener is earning more than $50,000/year from three side projects. Whoo hoo! Still, he wants more of this income to be passive, because he’s doing a lot of work for it. How can he go to the next level?  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 Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.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 ratings—it shows that people are listening and looking forward to new episodes. 😎 πŸ™πŸΌ  See omnystudio.com/listener for privacy information.

Mar 21, 20264 min

Ep 3366Ep. 3366 - Failure Friday: β€œA $300 mistake cost me $100,000”

In this week’s new “Failure Friday” segment, we hear from the founder of a lifestyle and apparel brand who wakes up one day to find out he’s being sued.  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 Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.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 ratings—it shows that people are listening and looking forward to new episodes. 😎 πŸ™πŸΌ  See omnystudio.com/listener for privacy information.

Mar 20, 20267 min

Ep 3365Ep. 3365 - TBT: YouTube Tutorials Help Immigrants Gain Citizenship

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a woman who teaches citizenship classes and civics lessons on YouTube. Her business has sworn in a huge increase in subscribers and 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: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.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 ratings—it shows that people are listening and looking forward to new episodes. 😎 πŸ™πŸΌ  See omnystudio.com/listener for privacy information.

Mar 19, 20268 min

Ep 3364Ep. 3364 - Q&A: β€œCan I use other people's recipes in my children’s ebook?”

Today’s listener has a new YouTube channel and wants to write a related ebook that features recipes for kids. Can she borrow and rename recipes she finds online?  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 Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.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 ratings—it shows that people are listening and looking forward to new episodes. 😎 πŸ™πŸΌ  See omnystudio.com/listener for privacy information.

Mar 18, 20264 min

Ep 3363Ep. 3363 - Q&A: β€œShould I start a podcast or a YouTube channel?”

A listener is trying to decide between a podcast or YouTube channel. What are the pros and cons of each, and how can they make the best decision?  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 Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.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 ratings—it shows that people are listening and looking forward to new episodes. 😎 πŸ™πŸΌ  See omnystudio.com/listener for privacy information.

Mar 17, 20264 min

Ep 3362Ep. 3362 - First $1,000: The Canadian Wilderness Experience Curator

In this week’s First $1,000 segment, we hear from an Alberta man who leads hikes and tours to wilderness areas in his province, incorporating indigenous knowledge and local sites.  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 Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.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 ratings—it shows that people are listening and looking forward to new episodes. 😎 πŸ™πŸΌ  See omnystudio.com/listener for privacy information.

Mar 16, 20265 min

Ep 3361Ep. 3361 - STORY: Designer Earns $1 Million Giving It The Old College Try

Missing the south after migrating north to Boston, a designer creates a series of sports-themed pennants and t-shirts that put hometown pride on display. Since starting up, he’s earned more than $1 million. 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 Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.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 ratings—it shows that people are listening and looking forward to new episodes. 😎 πŸ™πŸΌ See omnystudio.com/listener for privacy information.

Mar 15, 20267 min

Ep 3360Ep. 3360 - Q&A: β€œHow to start a meal prep side hustle?”

Today’s listener seeks help in monetizing his experience with weekly meal prepping. 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 Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.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 ratings—it shows that people are listening and looking forward to new episodes. 😎 πŸ™πŸΌ  See omnystudio.com/listener for privacy information.

Mar 14, 20265 min

Ep 3359Ep. 3359 - STORY: Working Mother Sells Coats to Buckle in Babies

It’s unsafe for your child to be in a car seat with a puffy winter coat—but it’s a pain to dress and undress each time you enter the car. This working mother solves the problem.  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 Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.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 ratings—it shows that people are listening and looking forward to new episodes. 😎 πŸ™πŸΌ  See omnystudio.com/listener for privacy information.

Mar 13, 20267 min

Ep 3358Ep. 3358 - TBT: Rosary Beads Count Off Extra Income

In this week’s “Throwback Thursday” segment, we hear from a Chicago-based maker of rosary beads and other faith-based jewelry. 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 Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.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 ratings—it shows that people are listening and looking forward to new episodes. 😎 πŸ™πŸΌ  See omnystudio.com/listener for privacy information.

Mar 12, 20266 min

Ep 3357Ep. 3357 - Q&A: β€œHow can I get paid to help resellers?”

Lots of people are exploring the world of reselling. Today’s caller is wondering: what are the *reseller’s* needs, and what can he sell to them? 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 Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.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 ratings—it shows that people are listening and looking forward to new episodes. 😎 πŸ™πŸΌ See omnystudio.com/listener for privacy information.

Mar 11, 20265 min

Ep 3356Ep. 3356 - Q&A: β€œI’m a professional speed skater. How can I fundraise?”

An athletic listener from Minnesota seeks advice on starting a fundraising campaign. Will he need to improve his social media for more people to notice? 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 Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com Read A Year of Mental Health: yearofmentalhealth.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 ratings—it shows that people are listening and looking forward to new episodes. 😎 πŸ™πŸΌ See omnystudio.com/listener for privacy information.

Mar 10, 20264 min
2026 Chris Guillebeau / Onward Project

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