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

#2111 - Q&A: “Which pages are most important on a website?”

A consultant suggests that one of our listeners hire someone to create a bunch of specific pages organized around keywords. 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: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Conn...

Oct 12, 20224 minEp. 2111

#2110 - Q&A: “I’m inventing underwater headphones for swimmers…”

A listener is inventing underwater headphones—but he’s stuck in the manufacturing stage. Can we help him keep his head above water? 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 Twitte...

Oct 11, 20225 minEp. 2110

#2109 - First $1,000: “I sell pots and other plant holders on Amazon…”

In this week’s First $1,000 segment, we hear from a Fulfillment by Amazon seller. After detailed research, she found the perfect product for resale. 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 ...

Oct 10, 20225 minEp. 2109

#2108 - Q&A: ”Is there an app to evaluate business ideas?”

Today’s listener is looking for a specific resource: an app to help them evaluate and rank different business ideas. Does this exist? 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 Twit...

Oct 09, 20224 minEp. 2108

#2107 - Q&A: “Selling a user's guide to Shopify conversion…”

Today we’re going to hear from a listener with an idea to sell a guide on Shopify. You know Shopify—it used to be a little ecommerce plugin that competed with a bunch of others. Now it’s the gorilla in the room and a real competitor to 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 lessons and listener Q&A several days each week. Show notes: SideHu...

Oct 08, 20225 minEp. 2107

#2106 - Failure Friday: “I tried to sell something no one wanted…”

In this week’s Failure Friday segment, we hear from a seller of gift baskets for college alumni—or at least, that’s what she *tried* to sell. Unfortunately, buyer demand was non-existent. 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...

Oct 07, 20225 minEp. 2106

#2105 - TBT: “Mantra Medallions” Now Sold in 50+ Stores

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Mantra Medallions, offering inspirational keepsakes to carry in your pocket. Since we last featured him, he’s left social media and focused much more on retail relationships. 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...

Oct 06, 20228 minEp. 2105

#2104 - Q&A: "Help, my Amazon competitor is buying fake reviews!"

Today we’re going to hear from an Amazon seller with a problem that is (sadly) not unique: one of their competitors is buying up fake reviews, giving the competitor an advantage in acquiring more customers. Can anything be done? 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 ...

Oct 05, 20225 minEp. 2104

#2103 - Q&A: “How can I start a Korean makeup channel on YouTube?”

Today’s caller from Korea wants to make a YouTube channel all about makeup. It’s a hot topic, with some creators earning a lot of money from large subscriber bases. 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: SideHustleSchoo...

Oct 04, 20225 minEp. 2103

#2102 - First $1,000: “I do watercolor paintings for corporate events…”

In this week’s First $1,000 segment, we hear from a Colorado artist who makes watercolor paintings at live events. He stumbled into this business idea and wasn’t sure what to charge at first, but then gained momentum. 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...

Oct 03, 20225 minEp. 2102

#2101 - Q&A: “Can I buy and resell plane tickets like concert tickets?”

Concert tickets are resellable—why not plane tickets? These days, most airfare is changeable or cancellable with minimal fees, so can you have a business buying early and selling late? 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...

Oct 02, 20224 minEp. 2101

#2100 - Q&A: “I bought and sold 75 Peloton bikes…”

Today’s caller took advantage of the “pandemic Peloton” trend and resold dozens of them! He’s got a story for us, and he’s also wondering how to figure out what comes next. 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: SideHus...

Oct 01, 20225 minEp. 2100

#2099 - Failure Friday: “I had tears in my eyes reading the response…”

In this week’s Failure Friday segment, we hear from a jewelry seller who almost gets taken out of commission by a highly negative review. 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 ...

Sep 30, 20226 minEp. 2099

#2098 - TBT: “Thirty years a parking lot striper…”

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a longtime parking lot striper (not stripper!) who’s also written the definitive how-to guide on the topic. 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...

Sep 29, 20227 minEp. 2098

#2097 - Q&A: “I want to take my seminar on the road…”

A listener has been teaching a local seminar on speed-reading. She now wants to take her show on the road … and quickly! What does she need to do next? 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/questio...

Sep 28, 20224 minEp. 2097

#2096 - Personal Finance Writer Monetizes Medium Posts

Hoping to pay off his debt, a policy analyst begins writing about personal finance. Before long, he was earning more than $5,000/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 week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Tw...

Sep 27, 20227 minEp. 2096

#2095 - First $1,000: “I left personal training to become a life coach…”

In this week’s First $1,000 segment, we hear from a personal trainer who makes a big change to become a life coach. Is she able to manifest her way to a full slate of 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: Side...

Sep 26, 20227 minEp. 2095

#2094 - Q&A: “I lost money on Bitcoin … is that tax-deductible?”

If you began investing in cryptocurrency at the top of the market, you might be sitting on some pretty significant losses. Today’s caller is wondering if there’s a bright side: can these losses be deducted from your taxes? 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:...

Sep 25, 20225 minEp. 2094

#2093 - Q&A: “I’m starting home improvement classes, with a twist…”

A listener plans to offer a series of online home improvement classes. Is this a good idea—and if so, how can she connect with potential subscribers and paying customers? 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...

Sep 24, 20225 minEp. 2093

#2092 - Failure Friday: “I had to issue refunds and cancel 50 orders…”

In this week’s Failure Friday segment, we hear from a successful Shopify store owner who sells party favors. Everything was going great, until disaster struck in the form of a misplaced change to her order panel. 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@side...

Sep 23, 20226 minEp. 2092

#2091 - TBT: Online Yoga for People with Chronic Illnesses

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Toronto yoga teacher who offers classes to people with chronic illnesses. She also works as a freelance writer and travels the world. 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@s...

Sep 22, 20227 minEp. 2091

#2090 - Q&A: “How much income should I reinvest in my business?”

It’s good to reinvest in your business, but not at any cost. Today’s caller wants to know if there’s a rule of thumb he can use in deciding where to put profits. 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.c...

Sep 21, 20224 minEp. 2090

#2089 - Six-Figure Lawn Business Becomes Sign of the Times

A school teacher on maternity leave hits the books and finds her dream side hustle, replacing her day job income and then starting a second 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...

Sep 20, 20226 minEp. 2089

#2088 - First $1,000: “I sell t-shirts for pug lovers on Amazon…”

In this week’s First $1,000 segment, we hear from an Amazon Merch on Demand seller. She’s sold thousands of t-shirts through the platform, and has a few tips on what works best. Among other things, shirts for dog lovers are a hot 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: SideHustleScho...

Sep 19, 20225 minEp. 2088

#2087 - Q&A: “Is it more important to be knowledgeable or relatable?”

A listener is trying to grow his Instagram following. Seems easy enough, right? Actually, no—lots of people struggle with this! It’s a crowded, competitive space. What is the crucial characteristic for success? 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@sidehu...

Sep 18, 20225 minEp. 2087

#2086 - Q&A: “Can I get paid to teach people to play video games?”

Today’s caller is skilled at gaming, but can he make money from it? He also has a caveat: no eSports. He doesn’t want to play games competitively, he wants to take his knowledge and earn from it. 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 ...

Sep 17, 20225 minEp. 2086

#2085 - Failure Friday: "My boss discovered my side hustle by accident..."

In this week’s Failure Friday segment, we hear from a company employee who starts a side hustle making websites during the workday. It goes well—until he steps away from his computer for lunch and forgets to change his desktop! 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 E...

Sep 16, 20226 minEp. 2085

#2084 - TBT: “I finally learned to let go and delegate…”

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of FranchiseFilming.com. Since his last feature, he’s increased his team and business 10x! 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...

Sep 15, 20227 minEp. 2084

#2083 - Q&A: “What kinds of guides or reports sell the best?”

One of the ways you can profit from your knowledge is by compiling that knowledge into a detailed guide, report, or owner’s manual of sorts—then selling that material. Today’s caller has a smart question: what kinds of guides sell the best? 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: SideHustl...

Sep 14, 20225 minEp. 2083

#2082 - Nanotech Scientist Creates Antimicrobial Product

After creating an antimicrobial coating for facemasks, a scientist applies the product to his own armpits in an attempt to reduce odor from his bike rides to and from the lab. 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: Side...

Sep 13, 20228 minEp. 2082
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