In this week’s Failure Friday segment, we hear from Kassandra Marsh, an Australian graphic designer. When she had a new business idea, she jumped in without doing any research. Lesson learned: do the research. 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@sidehus...
Jan 28, 2022•7 min•Ep. 1854
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Chelsea Opare-Addo, founder of Not Your Mother’s Resumé. This tech recruiter has doubled her side income since we first told her 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. Show notes: SideHustleSchool.com Email: team@s...
Jan 27, 2022•6 min•Ep. 1853
Should you buy into an existing franchise? That’s what our caller is wondering about—they’re looking at investing in a Subway or McDonalds. Is this a $5 foot-long 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: SideHustleS...
Jan 26, 2022•5 min•Ep. 1852
Founded by a conservation scientist on a whim, “Nonbeenary Designs” offers amusing and affirming stickers that recognize the nonbinary 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@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect...
Jan 25, 2022•6 min•Ep. 1851
In this week’s “First $1,000” segment, we hear from the seller of Pretty Old Books. What started as an idea to sell vintage book sets on Etsy turned into an entirely different business model. 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...
Jan 24, 2022•9 min•Ep. 1850
If you’re like me, you have way too many domains you’ve registered but never put to use. *Unlike* me, however, this listener has a highly valuable one on their hands. Should they cash out to the highest bidder or hold out for a better offer? 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...
Jan 23, 2022•4 min•Ep. 1849
One of our listeners recently encountered a negative situation with their new tour guide business: they got a chargeback! How can they appeal and get back their 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. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSc...
Jan 22, 2022•6 min•Ep. 1848
In this week’s Failure Friday segment, we hear from the founder of a business that transports bicycles to adventure sport locations in Central America. After spending $40,000 to get going, he learned it was harder than he thought! 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.co...
Jan 21, 2022•8 min•Ep. 1847
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of Australia’s leading dental blog. Brace yourself! 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 Co...
Jan 20, 2022•8 min•Ep. 1846
An independent musician seeks advice on skipping out on Spotify. Royalties for most artists are dismal on streaming services—is corporate licensing for background music a better option? 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 ...
Jan 19, 2022•5 min•Ep. 1845
She was known as the pregnancy nurse—and she did so well talking to parents that she quit her job to run a popular parenting blog. It brings in multiple six figures a year! 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...
Jan 18, 2022•7 min•Ep. 1844
In this week’s “First $1,000” segment, we hear from Frank Mortimer, the self-described “Bee Man of New Jersey.” In his initial foray into selling honey at a farmers market, he learned several critical lessons. Among others: don’t forget the tasting spoons! 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 ...
Jan 17, 2022•8 min•Ep. 1843
When should you hire a designer and when should you “just get it done” on your own? In this listener’s case, she’s really not sure—let’s see if we can help her make the 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: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: S...
Jan 16, 2022•5 min•Ep. 1842
Today’s caller has an idea to remix a historical event for a new generation. Forget about civil war reenactments—they want to create a reenactment of classic video game battles! 🍄 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:...
Jan 15, 2022•5 min•Ep. 1841
In this week’s Failure Friday segment, we hear from the co-founder of Master ABA, a site that helps families and professionals help children with autism. The two founders spent a great deal of time developing a membership that wasn’t compelling to their audience, before realizing their mistake and regrouping. 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...
Jan 14, 2022•8 min•Ep. 1840
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Mike Lee, the co-founder of Soul CBD. After a successful boxing career, Mike hung up his gloves to enter the small business arena. 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...
Jan 13, 2022•8 min•Ep. 1839
This caller wants to start a print publication—nothing digital! What’s the business model of this potential business magazine? 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: @c...
Jan 12, 2022•5 min•Ep. 1838
A chance encounter at a funeral leads to a second act reselling vintage toy cars. 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: @chrisguillebeau Connect on Instagram: @193coun...
Jan 11, 2022•8 min•Ep. 1837
In this week’s “First $1,000” segment, we hear from the creator of Metaphor Dice, the writing tool that plays like a game and helps you think more figuratively. How did he make his first $1,000, and what did he 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...
Jan 10, 2022•7 min•Ep. 1836
After a friend had a negative experience working for a company that didn’t pay up, our caller wants to make sure this doesn’t happen to him. What can he do to be proactive about invoicing and collecting payment? 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@sideh...
Jan 09, 2022•5 min•Ep. 1835
When you have a particular business model in mind but people want to pay you for something else—what do 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: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau ...
Jan 08, 2022•5 min•Ep. 1834
In this week’s Failure Friday segment, we hear from Brock McGroff, founder of TheModestMan.com. While he was focused on other things, his website plateaued in traffic and then began a gradual decline. 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...
Jan 07, 2022•8 min•Ep. 1833
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Thais Lage, the young founder of a Florida tutoring business that now has 25 staff tutors. She does this while working full time as an aerospace engineer! 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: SideHustleSchoo...
Jan 06, 2022•6 min•Ep. 1832
Today’s listener wants to make money helping people set up and get the best use out of their new smartwatch. What’s the best course of action? 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 Connec...
Jan 05, 2022•5 min•Ep. 1831
A government administrator builds an offramp to his day job by self-publishing books using Kindle Direct Publishing. 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: @chrisguille...
Jan 04, 2022•8 min•Ep. 1830
In the first version of a brand-new segment for 2022, we hear from Deya Aliaga Kuhnle, the founder of DBM Bootcamp. She now runs a six-figure agency—but how did she make her first $1,000? 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...
Jan 03, 2022•9 min•Ep. 1829
Today’s listener wants to start 40 side hustles in 2022! Let’s see how we can support his ambitious 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 notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Con...
Jan 02, 2022•6 min•Ep. 1828
We’re back with an all-new season! Here’s how year six (!) of Side Hustle School will work. Among other highlights: a new weekly segment, more stories + Q&A, and a $1,000 giveaway to one special listener. 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...
Jan 01, 2022•7 min•Ep. 1827
Happy New Year’s Eve! In this week’s Failure Friday segment, we hear from Jennifer Earle, founder of Chocolate Ecstasy Tours. With her guided tour business in full swing, she decides to start a self-guided version called Taste Tripper. Unfortunately, this expansion proves to be unsustainable. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main s...
Dec 31, 2021•8 min•Ep. 1826
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of Radical Tea Towels, a British family business that promotes historical progress and modern messages of change. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193countries Visit Chris's main site: ChrisGuillebeau.com If you're enjoying the show, please pass it along! It's free...
Dec 30, 2021•9 min•Ep. 1825