fr

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.

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Auteur

Chris Guillebeau

Catégorie

Business

Site du podcast

sidehustleschool.com

Dernier épisode

2 nov. 2026

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Épisodes

Ep. 3370 - Q&A: “Can I tell people where to find fake luxury goods?” 24.03.2026

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 note...

Ep. 3369 - First $1,000: City Government Staffer Leads Virtual Events 23.03.2026

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 ea...

Ep. 3368 - STORY: Veteran Turns Sweet Compulsion Into Obsessive Candy Hustle 22.03.2026

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...

Ep. 3367 - Q&A: “I’m ready for more passive income—what should I do?” 21.03.2026

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 l...

Ep. 3366 - Failure Friday: “A $300 mistake cost me $100,000” 20.03.2026

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 ea...

Ep. 3365 - TBT: YouTube Tutorials Help Immigrants Gain Citizenship 19.03.2026

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 incl...

Ep. 3364 - Q&A: “Can I use other people's recipes in my children’s ebook?” 18.03.2026

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...

Ep. 3363 - Q&A: “Should I start a podcast or a YouTube channel?” 17.03.2026

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...

Ep. 3362 - First $1,000: The Canadian Wilderness Experience Curator 16.03.2026

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...

Ep. 3361 - STORY: Designer Earns $1 Million Giving It The Old College Try 15.03.2026

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...

Ep. 3360 - Q&A: “How to start a meal prep side hustle?” 14.03.2026

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: team@sidehustleschool.com Be on the sh...

Ep. 3359 - STORY: Working Mother Sells Coats to Buckle in Babies 13.03.2026

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&am...

Ep. 3358 - TBT: Rosary Beads Count Off Extra Income 12.03.2026

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: SideHustleS...

Ep. 3357 - Q&A: “How can I get paid to help resellers?” 11.03.2026

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: SideH...

Ep. 3356 - Q&A: “I’m a professional speed skater. How can I fundraise?” 10.03.2026

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 note...

Ep. 3355 - First $1,000: Camping YouTuber Earns Affiliate Income 09.03.2026

In this week's First $1,000 segment, we hear from a frequent camper who begins making YouTube videos to show off gear and tips. This turns into a regular income stream as viewers make purchases. 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...

Ep. 3354 - STORY: “Productivity Nannies” Dig Co-Working Caves for Modern Workers 08.03.2026

Fall into a hole and don't come out until your work is complete! These three friends create daylong, distraction-free zones for the masses. 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...

Ep. 3353 - Q&A: “One-page business plan: what is the essential info?” 07.03.2026

I once published a one-page business plan that a lot of people have used and referred to over the years. Today, our caller wonders: what is essential about this plan? Can you really explain an entire business in a few paragraphs? 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 includ...

Ep. 3352 - Failure Friday: “Our first trade show was canceled with no refund…” 06.03.2026

In this week's Failure Friday segment, we hear from Chris Cavallari, who sells high-quality products with a Maine vibe. In March 2020, he prepared for his first wholesale trade show—and then the world closed down. 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 gu...

Ep. 3351 - TBT: The Tennessee Bachelorette Party Boom 05.03.2026

In this week's “Throwback Thursday” segment, we revisit a Nashville entrepreneur's journey in transforming the bachelorette party scene into a thriving 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...

Ep. 3350 - Q&A: “What are the most profitable niches for teaching?” 04.03.2026

Some topics or niches are much more profitable than others. Today's caller is wondering if we can cut to the chase and just give him a list. Fair enough! Let's make that list. 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 da...

Ep. 3349 - Q&A: "I'm opening a new hair salon. How can I build my clientele?” 03.03.2026

A hair stylist is leaving her job to start her own salon. Awesome! What are some simple things she can do to kickstart her client list?  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: SideHust...

Ep. 3348 - First $1,000: “I earn $3,000/month leading London walking tours…” 02.03.2026

In this week's First $1,000 segment, we hear from a walking tour guide in London. He leads tours only on weekends and brings in an extra £2,500 ($3,000) per 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 eac...

Ep. 3347 - STORY: Trader Joe’s Sign Artist Earns $43,200 Selling Tea-Stained Prints 01.03.2026

Discovering the art of tea-stained prints using publicly available (and free) art, a Trader Joe's employee begins earning $3,600 a month selling custom prints 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 w...

Ep. 3346 - Q&A: “I'm being headhunted... for my side hustle!” 28.02.2026

Our listener's side project was so successful that an outside company wants to hire him. That wasn't exactly the goal, though. 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 Em...

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