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.

Husk at besøge podcastens hjemmeside og støtte skaberen: sidehustleschool.com

Forfatter

Chris Guillebeau

Kategori

Business

Podcastens hjemmeside

sidehustleschool.com

Seneste episode

4. nov. 2026

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Episoder

#2074 - First $1,000: “You can’t sell anything until you list it…” 05.09.2022

In this week’s First $1,000 segment, we hear from the owner of an Etsy shop called The Blue Breakfront. After making a few rookie mistakes, she leveled-up and began getting steady sales. 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...

#2073 - Q&A: “How can I compete with unfair Etsy sellers?” 04.09.2022

We had an episode recently with an Amazon seller who had a competitor posting lots of fake reviews. Today’s caller has been dealing with a similar issue: unfair Etsy sellers who mass-manufacture their products, contrary to the platform’s seller policy. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. Thi...

#2072 - Q&A: “How to best use a time of unemployment?” 03.09.2022

Today’s caller faces a big decision: during a time of unemployment, does she stretch her side hustle into a career, or go back to traditional work?  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: S...

#2071 - Failure Friday: “I thought I’d set up the website incorrectly…” 02.09.2022

In this week’s Failure Friday segment, we hear from a middle-school principal from Pennsylvania. When he starts a blog for high-school volleyball players, it doesn’t get off to a smashing start.    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 liste...

#2070 - TBT: Mochi-Making Classes Transition Online 01.09.2022

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of KaorisKitchen.com. She started teaching mochi-making classes in the Bay Area, but pivoted to a new business selling mochi donuts locally. 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 inc...

#2069 - Q&A: “Too many coaches! I know I need to ‘choose a niche,’ but how?” 31.08.2022

Today’s listener is a life coach who’s heard me say that the way to succeed with this kind of personal service is to choose a focus or niche. Fair enough … but how do you do that? 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 severa...

#2068 - College Friends Start Utah Fulfillment Center 30.08.2022

Two friends learn the logistics of running a fulfilling business. In their first month of operation, they handled 3,000 orders for a Kickstarter project. 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 not...

#2067 - First $1,000: Lutheran Pastor Sells & Ships “Consecrate” Boxes 29.08.2022

In this week’s First $1,000 segment, we hear from the creator of Consecrate, a subscription box for pastors and ministers. She sends more than 500 boxes out 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...

#2066 - Q&A: “How do you forecast earnings for a side hustle?” 28.08.2022

A listener came across my back-of-the-napkin spreadsheet template and is wondering something: if a business or side hustle is new, how can you forecast earnings for it? It’s a good question, but there’s also a good answer. 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...

#2065 - Q&A: "They asked for a refund after three hours of coaching..." 27.08.2022

After completing two long sessions with a client, a new coach received a request for a refund. Should she revise her policy of “money back with no questions asked”? 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...

#2064 - Failure Friday: “This is super embarrassing looking back…” 26.08.2022

In this week’s Failure Friday segment, we hear from an Atlanta designer. In addition to her full-time day job, she’s the owner of a stationary brand called Lucky Dog Design. Selling her products on Amazon seemed like a logical idea, but turned into a costly mistake.    Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitti...

#2063 - TBT: Baseball Training School Slides Into Growth 25.08.2022

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of a baseball training academy. During the pandemic, he opened an additional business selling training gear on Amazon. 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...

#2062 - Q&A: “Can I sell the same thing with two business names?” 24.08.2022

Today’s caller is wondering if she can sell the same line of products with two different brand names. Is this clever or unethical?  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.c...

#2061 - TV Producer Invents Sustainable Toothpaste Alternative 23.08.2022

After traveling non-stop for a busy job, a TV producer aims to reduce her plastic consumption. 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 B...

#2060 - First $1,000: “We began with a single sports team…” 22.08.2022

In this week’s First $1,000 segment, we hear from the founder of a sports leadership coaching business. He got his start by volunteering at a local school, and it quickly grew into something more.  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 liste...

#2059 - Q&A: “Amazon Prime Day, but for side hustlers…” 21.08.2022

Today’s listener is wondering about a side hustle version of Prime Day. Can there be such a thing, or should the smaller sellers of the world simply piggyback on what Amazon has done since everyone is shopping anyway? 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 guid...

#2058 - Q&A: “How do I transition from Etsy to Shopify?” 20.08.2022

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@sidehust...

#2057 - Failure Friday: “Then one afternoon I got a call from the police…” 19.08.2022

In this week’s Failure Friday segment, we hear from Dev Chakravarty from the U.K. He had an idea to start a rental car company for electric vehicles. This turned out to be much more difficult than he expected! 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 lesso...

#2056 - TBT: Philly French Toast Bites Take Over 18.08.2022

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Lokal Artisan Foods, offering delicious french toast bites in Philadelphia and beyond.  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 sev...

#2055 - Q&A: "I sold more by raising my prices—is that wrong??” 17.08.2022

Today’s listener has a moral dilemma: they made more money by raising their prices! Wait, what’s wrong with that? Listen to their question to find 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...

#2054 - Health-Conscious Coffee Lover Steeps Into Crowded Market 16.08.2022

Taking a cue from her Carda-Mom, a sales professional creates steepable coffee flavoring bags containing organic spices instead of artificial syrups. 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:...

#2053 - First $1,000: “It came from patience and vision boarding…” 15.08.2022

In this week’s First $1,000 segment, we hear from a wedding marketer who makes a vision board and sets out to build a new 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....

#2052 - Q&A: “How to market audio services to Christian filmmakers?” 14.08.2022

Today’s caller seeks help marketing his services to a subset of faith-based filmmakers. Where can he find clients, and what does he offer 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...

#2051 - Q&A: “How do creators get paid?” 13.08.2022

There are lots of ways an online creator can get paid. Which are the most common—and which are the most 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: team@...

#2050 - Failure Friday: “Kickstarter rejected my project right before launch…” 12.08.2022

In this week’s Failure Friday segment, we hear from the founder of Bad Day Box, offering “snail mail self-care.” She planned to launch on Kickstarter, but was forced to make a last-minute change.  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...

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