Chris Guillebeau

Side Hustle School

Business EN ↓ 3536 episodes

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.

Author

Chris Guillebeau

Episodes

#1563 - Q&A: How to automate an online dating profile consulting biz? 12.04.2021 5:39

This Australian listener wants to start a consulting biz to help improve dating profiles. How can she automate her booking process to avoid a lot of back-and-forth? 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 we...

#1562 - RV Renter Revs Up Recurring Revenue 11.04.2021 7:13

A single mom turns her recreational vehicle into a money-making machine. 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. Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter: @chrisguillebeau Si...

#1561 - Q&A: What’s the best way to share personal stories of recovery? 10.04.2021 5:56

A listener has struggled with an eating disorder and is now going through recovery. She wants to share her lessons and stories with others—what’s the best medium and process for this brave mission? 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...

#1560 - Failure Friday: Pandemic Shuts Down Himalayan Trekking Tours 09.04.2021 6:57

In this week’s Failure Friday segment, we hear from the founder of a Himalayan trekking co. who finds himself with zero business when Nepal shuts its borders. 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. ...

#1559 - TBT: Budget Savvy Bridal Blog Gets Serious 08.04.2021 8:49

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Budget Savvy Bride. She recently said “yes” to serious growth! 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...

#1558 - Q&A: Can you sell a “home office in-a-box” kit? 07.04.2021 6:00

In today’s episode, we hear from a listener who has an idea to sell a home office in a box—a kit to help remote workers be happier and more productive. 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. Share:...

#1557 - Catering Chef Cooks Up Private Meals 06.04.2021 6:54

When a catering chef learns to offer an in-home restaurant experience, he proves that knife guys don’t always finish last. 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. Share: #SideHustleSchool Show notes:...

#1556 - Q&A: How to start a paid club for people seeking multiple citizenships? 05.04.2021 5:07

Are you happy with your country of citizenship? Most people are, but not all —and some want to obtain multiple citizenships for tax or travel benefits. This listener wants to form a members-only club to bring these people together. 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...

#1555 - Healthcare Worker Publishes Children’s Book on Epidemiology 04.04.2021 7:53

As the global pandemic known as COVID-19 begins, a healthcare agency owner sets out to explain it to kids through the form of an entertaining story. 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. Share: #Sid...

#1554 - Q&A: How can I publish my Army enlistment guide? 03.04.2021 6:33

An Army veteran wants to help new enlistees get a leg up in training. What’s the best format for his material? 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. Share: #SideHustleSchool Show notes: SideHustleS...

#1553 - Failure Friday: The Podcast Platform That Wasn’t 02.04.2021 8:35

In this week’s Failure Friday segment, we hear from John Lee Dumas, the founder of Entrepreneurs On Fire and author of a bestselling new book. Before he made millions of dollars with a podcasting community, he tried to start a service that turned into a complete disaster. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without qu...

#1552 - TBT: Multilingual Insurance Agent Creates Translation Course 01.04.2021 8:18

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a multilingual insurance agent who creates an online course on the art of translation. 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...

#1551 - Q&A: Is podcast advertising more profitable than blog advertising? 31.03.2021 5:33

A listener is frustrated with the low earnings of blog ads. Does the podcast medium pay 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 listener Q&A several days each week. Share: #SideHustleSchool Show notes: SideHustleSchool.com Twitter:...

#1550 - Government Lawyer Lands Whale of a Side Gig 30.03.2021 7:53

A lawyer and long-time angler turns his passion for writing about the world of professional fishing into serious 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 week. Share: #SideHustleSchool Show notes: Sid...

#1549 - Q&A: Is it too early to change my business name and brand? 29.03.2021 5:06

The owner of the Coddiwomple Craft Co. in Somerville, Massachusetts is thinking of changing its name—should she? 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. Share: #SideHustleSchool Show notes: SideHustl...

#1548 - Origami-Loving Musician Doesn’t Mind Paperwork 28.03.2021 7:27

After canceling her concerts because of the pandemic, a working musician from New Zealand pays the bills with virtual origami lessons. 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. Share: #SideHustleSchool...

#1547 - Q&A: How are people successful without social media? 27.03.2021 5:32

This listener hates the idea of using her Instagram or Facebook profile to share anything about her business. Do you have to use social to be successful? 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. Share...

#1546 - Failure Friday: NASA Sweatpants Not Ready for Liftoff 26.03.2021 5:53

In this week’s Failure Friday segment, we hear from the maker of Swoverall’s, a sweatpant-overall combo experiencing fantastic success—at least, until the brand tries to partner with NASA. 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&amp...

#1545 - TBT: Pittsburgh Houseplant Merchant Blossoms During Pandemic 25.03.2021 10:24

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a houseplant expert who opens a retail location right before the pandemic—a store that has adapted to challenges and is now in full bloom! 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 gui...

BONUS: To the Moon! How to Buy Stock in Yourself 24.03.2021 6:13

You’ve heard about investing in a retirement account, but do you know how to invest in your own personal growth? This short bonus episode is brought to you by Quickbooks. 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 e...

#1544 - Q&A: Does this hometown tourist guide have merit? 24.03.2021 4:46

The “Hoboken Girl” story of an online citywide news hub leads a listener to wonder if she can do something similar in her city. What are the prerequisites? 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...

#1543 - Children’s Librarian Builds Bra Business 23.03.2021 8:08

Frustrated by a lack of quality sports bras for muscular women, a children’s librarian and Crossfit athlete designs a solution. 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. Share: #SideHustleSchool Show no...

#1542 - Q&A: How can I develop an online memorial service? 22.03.2021 5:49

Dying is part of life for approximately 100% of us—and this listener has an idea to create an online memorial service for people who are unable to attend a loved one’s funeral. 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...

#1541 - Two Friends Create Questionable Card Game 21.03.2021 8:15

When a writer and a game designer want to learn more about their friends' personal lives, they play for keeps and develop a game that puts all the cards on the table. 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...

#1540 - Q&A: Would you join an introvert's networking club? 20.03.2021 4:51

With introverts getting a lot of attention these days, might it be worth it to create some type of networking club for them—or is this exactly the thing they don’t want? 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...