Side Hustle School - podcast cover

Side Hustle School

Chris Guillebeau sidehustleschool.com
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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Episodes

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

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@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguilleb...

Aug 13, 20225 minEp. 2051

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

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 listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com ...

Aug 12, 20229 minEp. 2050

#2049 - TBT: Lightshows Are the Next Big eSport

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Throwlights, a business that sells gear and training for lightshows. The concept comes from electronic music festivals and is taking off worldwide. 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: SideHus...

Aug 11, 20226 minEp. 2049

#2048 - Q&A: “What are the best niches for affiliate programs?”

Today’s caller is planning to jump into the world of affiliate promotion, where you can get paid for recommending products on a website. Are some niches or topics more profitable than others? 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 o...

Aug 10, 20225 minEp. 2048

#2047 - Busy Mom Cleans Up Debt by Cleaning Car Seats

A part-time occupational therapist and mom of two in search of a new income stream finds the solution with a gig economy platform focused on cleaning baby equipment. 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: SideHustleScho...

Aug 09, 20228 minEp. 2047

#2046 - First $1,000: “The pre-launch strategy produced $1,000 on day one…”

In this week’s First $1,000 segment, we hear from the founder of Brave Count, a subscription box for military spouses. 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: SideHustleSchool.com/questions Connect on Twitter: @chrisguil...

Aug 08, 20227 minEp. 2046

#2045 - Q&A: “Can I have a career of side hustles?”

Our caller is thinking of going all-in on the world of multiple small businesses—not just one, but a whole career of side hustles. How will it 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: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions ...

Aug 07, 20224 minEp. 2045

#2044 - Q&A: “Help! The topic I chose is no longer relevant”

What if you set out to become an expert in a topic—and all of a sudden, or perhaps over time—that topic becomes less and less relevant? That’s what our listener is facing in today’s episode. 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...

Aug 06, 20226 minEp. 2044

#2043 - Failure Friday: “After I was hit by a car, things got worse…”

In this week’s Failure Friday segment, we hear from an affiliate marketer who encountered an unusual problem: after he was hit by a car, the public knowledge of his business was used against him. 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 ...

Aug 05, 20227 minEp. 2043

#2042 - TBT: Filipino Virtual Assistant Hub Serves Millions

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of OnlineJobs.ph, a directory of Filipino workers available for remote work. The site now has more than two million profiles! 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...

Aug 04, 20227 minEp. 2042

#2041 - Q&A: “If you had to start over, how would you grow a blog?”

Blogging can still be profitable and rewarding, but a lot of strategies and tactics have changed over the years. If you’re starting a new blog today, what should you do? 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: SideHustle...

Aug 03, 20224 minEp. 2041

#2040 - Shine Bright Like a Diamond (and Sell Them)

The manager of an antique jewelry company takes her skills to the open market, eventually establishing a gem of a 7-figure 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.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitt...

Aug 02, 20227 minEp. 2040

#2039 - First $1,000: “I posted videos on TikTok and started getting paid…”

In this week’s First $1,000 segment, we hear from viral TikTok sensation Rebecca Rogers, a social studies teacher with millions of followers. She now charges $6,000 for a single video post! 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 ...

Aug 01, 20229 minEp. 2039

#2038 - Q&A: “How many income streams is best?”

Today’s caller is diving into the world of side hustling, already earning money from one or two sources with plans to add more. Is there an optimal number to aim for? 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: SideHustleSch...

Jul 31, 20224 minEp. 2038

#2037 - Q&A: Are there any *good* MLM companies?

Today’s listener is at risk of falling prey to a shady network marketing (MLM) company. How do we know it’s shady? Because it’s a network marketing company! Listen and learn. 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: SideH...

Jul 30, 20225 minEp. 2037

#2036 - Failure Friday: “Despite my best efforts, no one was buying…”

In this week’s Failure Friday segment, we hear from the creator of a writing program. She wanted to reach more people, so she decided to give Facebook her money. What could go wrong? 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 sho...

Jul 29, 20227 minEp. 2036

#2035 - TBT: The Intersection of Customization and Convenience

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of Happy Box, a service that offers unique care packages for all occasions. 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: SideHustl...

Jul 28, 20227 minEp. 2035

#2034 - Q&A: “I don’t know where my customers are coming from…”

In today’s episode, a consultant wonders how customers are finding them. If you don’t know the answer to this question, you might be doing the wrong things—but how do you 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: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show:...

Jul 27, 20225 minEp. 2034

#2033 - Video Game Writing Class Is Real-Life Gamechanger

An online teacher and mother-of-four creates a new learning experience that she calls “video game social clubs.” She’s currently earning $4,000/month working part-time! 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...

Jul 26, 20227 minEp. 2033

#2032 - First $1,000: “Hyperfluent” Language Service Translates Into Profit

In this week’s First $1,000 segment, we hear from Eva Rosales, the founder of Hyperfluent. Her consultancy offers lots of different services, all focused around language acquisition and 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 week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.c...

Jul 25, 20227 minEp. 2032

#2031 - Q&A: “What is Goblintown, and should I mint a free NFT??”

A new trend in the wild world of NFTs comes from creators offering free assets (digital artwork) during an initial mint process. In some cases, the NFTs end up selling for thousands of dollars later—should you start trying to get them when they’re free? 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...

Jul 24, 20224 minEp. 2031

#2030 - Q&A: “I want to be the ‘posture guy,’ but how will I make money?”

Today’s caller seeks to brand himself as The Posture Guy. Sounds catchy! How can he turn this memorable branding into a steady source of 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: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Conn...

Jul 23, 20224 minEp. 2030

#2029 - Failure Friday: Failure Friday: “We had no desire to help college students cheat…”

In this week’s Failure Friday segment, we hear from the co-founder of Next Day Animations. Great business name! But before they found their ideal customer, the team tried a different name that didn’t work so well. 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@sid...

Jul 22, 202210 minEp. 2029

#2028 - TBT: “Go Last Minute” Travel Site Goes Global

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Go Last Minute, a travel booking portal that now offers a whitelist option for licensing. 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 s...

Jul 21, 20226 minEp. 2028

#2027 - Q&A: “Too tired to hustle at the end of the day…”

At the end of a long workday, how do you find the energy to work on your side hustle? Let’s give this listener (and you!) three quick tips to manage the overwhelm. 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: SideHustleSchool...

Jul 20, 20225 minEp. 2027

#2026 - This Canadian Cleaning Service Earns $2 Million/Year

A university lab technician cleans up with a local service business that grows to $2 million in revenue and 500 5-star reviews—all without quitting his job. 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: SideHustleSchool.com/qu...

Jul 19, 20226 minEp. 2026

#2025 - First $1,000: The Las Vegas Ghostwriting Service

In this week’s First $1,000 segment, we hear from a Las Vegas ghostwriter. After writing a novel of his own, he branches out to write for casino bosses and other clients. 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: SideHustl...

Jul 18, 20225 minEp. 2025

#2024 - Q&A: "I'm opening a hair salon in a new area. How can I build my clientele?”

A hair stylist is leaving her job to start her own salon. Whoo hoo! What are some simple things she (or any service provider) can do to kickstart the 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: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool....

Jul 17, 20224 minEp. 2024

#2023 - Q&A: “How can I land paid speaking gigs?”

Our caller recently gave a talk at a women’s leadership event, and it went well. Now she wants to level-up and give more speeches—preferably paid ones. How can she break into this 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 th...

Jul 16, 20225 minEp. 2023

#2022 - Failure Friday: “We opened the box and it was a totally different product…”

In this week’s Failure Friday segment, we hear from the founder of Kettlebell Kings, an ecommerce shop. When a big early order from a supplier went terribly wrong, he had to regroup and learn resilience. 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@sidehustlesch...

Jul 15, 202210 minEp. 2022
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