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, 2022•5 min•Ep. 2094
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, 2022•5 min•Ep. 2093
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, 2022•6 min•Ep. 2092
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, 2022•7 min•Ep. 2091
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, 2022•4 min•Ep. 2090
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, 2022•6 min•Ep. 2089
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, 2022•5 min•Ep. 2088
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, 2022•5 min•Ep. 2087
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, 2022•5 min•Ep. 2086
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, 2022•6 min•Ep. 2085
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, 2022•7 min•Ep. 2084
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, 2022•5 min•Ep. 2083
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, 2022•8 min•Ep. 2082
In this week’s First $1,000 segment, we hear from a Chicago native who starts “Day Job Dogwalking” during the pandemic. While juggling work calls with her employer, she gets paid (and eventually hires someone) to walk dogs in her neighborhood. 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...
Sep 12, 2022•5 min•Ep. 2081
A listener made a bet with a friend that they can start a business and get at least one paying customer in a single day. Let’s take that bet and see if we can help! 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...
Sep 11, 2022•5 min•Ep. 2080
A couple months ago I wrote about my experience with the Web3 app known as StepN, which pioneered the move-to-earn concept. It’s been an interesting journey, and today a listener calls in to request an update. 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...
Sep 10, 2022•4 min•Ep. 2079
In this week’s Failure Friday segment, we hear from the owner of an organic cosmetics brand. She was diligent with her product launches and had it down to a system–one that she may have trusted a bit too much. 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...
Sep 09, 2022•6 min•Ep. 2078
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-creator of a boxed party game for adults called You Don’t Know My Life. During the pandemic, he started another side hustle hosting virtual game nights for big companies. 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...
Sep 08, 2022•8 min•Ep. 2077
I once published a one-page business plan that a lot of people have used and referred to over the years. Today, our caller wonders: what is essential about this plan? Can you really explain an entire business in a few paragraphs? 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...
Sep 07, 2022•4 min•Ep. 2076
A roadside peach stand pays for college tuition, turning into a bigger business along the way. 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 Instag...
Sep 06, 2022•6 min•Ep. 2075
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 several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the...
Sep 05, 2022•8 min•Ep. 2074
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. This year, the show includes free guided lessons and listener Q&A several days each week. Show note...
Sep 04, 2022•5 min•Ep. 2073
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: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions C...
Sep 03, 2022•6 min•Ep. 2072
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 listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com B...
Sep 02, 2022•6 min•Ep. 2071
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 includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool....
Sep 01, 2022•8 min•Ep. 2070
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 several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: ...
Aug 31, 2022•4 min•Ep. 2069
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 notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/quest...
Aug 30, 2022•7 min•Ep. 2068
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 week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleS...
Aug 29, 2022•9 min•Ep. 2067
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 guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email:...
Aug 28, 2022•5 min•Ep. 2066
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 week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchoo...
Aug 27, 2022•4 min•Ep. 2065
