In this week's First $1,000 segment, we hear from a virtual events planner. If you need a virtual wedding, networking event, or gender reveal party, she's got it covered! 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...
Mar 23, 2026•6 min•Ep. 3369
After completing 30 years of service in the Air Force, a veteran who struggles with OCD creates a new income source by selling candy. 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 Inst...
Mar 22, 2026•8 min•Ep. 3368
Our listener is earning more than $50,000/year from three side projects. Whoo hoo! Still, he wants more of this income to be passive, because he's doing a lot of work for it. How can he go to the next level? 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@sidehustl...
Mar 21, 2026•5 min•Ep. 3367
In this week's new “Failure Friday” segment, we hear from the founder of a lifestyle and apparel brand who wakes up one day to find out he's being sued. 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/questi...
Mar 20, 2026•8 min•Ep. 3366
In this week's “Throwback Thursday / Where are they now?” segment, we hear from a woman who teaches citizenship classes and civics lessons on YouTube. Her business has sworn in a huge increase in subscribers and 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: te...
Mar 19, 2026•9 min•Ep. 3365
Today's listener has a new YouTube channel and wants to write a related ebook that features recipes for kids. Can she borrow and rename recipes she finds online? 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...
Mar 18, 2026•4 min•Ep. 3364
A listener is trying to decide between a podcast or YouTube channel. What are the pros and cons of each, and how can they make the best 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: SideHustleSchool.com/questions Con...
Mar 17, 2026•4 min•Ep. 3363
In this week's First $1,000 segment, we hear from an Alberta man who leads hikes and tours to wilderness areas in his province, incorporating indigenous knowledge and local sites. 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: ...
Mar 16, 2026•5 min•Ep. 3362
Missing the south after migrating north to Boston, a designer creates a series of sports-themed pennants and t-shirts that put hometown pride on display. Since starting up, he's earned more than $1 million. 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@sidehustle...
Mar 15, 2026•8 min•Ep. 3361
Today's listener seeks help in monetizing his experience with weekly meal prepping. 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 Instagram: @193countries Visit Chris's main site: Chri...
Mar 14, 2026•6 min•Ep. 3360
It's unsafe for your child to be in a car seat with a puffy winter coat—but it's a pain to dress and undress each time you enter the car. This working mother solves the problem. 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: Si...
Mar 13, 2026•7 min•Ep. 3359
In this week's “Throwback Thursday” segment, we hear from a Chicago-based maker of rosary beads and other faith-based jewelry. 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 Instagram: ...
Mar 12, 2026•7 min•Ep. 3358
Lots of people are exploring the world of reselling. Today's caller is wondering: what are the *reseller's* needs, and what can he sell to them? 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...
Mar 11, 2026•6 min•Ep. 3357
An athletic listener from Minnesota seeks advice on starting a fundraising campaign. Will he need to improve his social media for more people to notice? 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/questi...
Mar 10, 2026•5 min•Ep. 3356
In this week's First $1,000 segment, we hear from a frequent camper who begins making YouTube videos to show off gear and tips. This turns into a regular income stream as viewers make purchases. 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...
Mar 09, 2026•6 min•Ep. 3355
Fall into a hole and don't come out until your work is complete! These three friends create daylong, distraction-free zones for the masses. 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 o...
Mar 08, 2026•7 min•Ep. 3354
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...
Mar 07, 2026•5 min•Ep. 3353
In this week's Failure Friday segment, we hear from Chris Cavallari, who sells high-quality products with a Maine vibe. In March 2020, he prepared for his first wholesale trade show—and then the world closed down. 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...
Mar 06, 2026•8 min•Ep. 3352
In this week's “Throwback Thursday” segment, we revisit a Nashville entrepreneur's journey in transforming the bachelorette party scene into a thriving 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.c...
Mar 05, 2026•6 min•Ep. 3351
Some topics or niches are much more profitable than others. Today's caller is wondering if we can cut to the chase and just give him a list. Fair enough! Let's make that 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: Side...
Mar 04, 2026•7 min•Ep. 3350
A hair stylist is leaving her job to start her own salon. Awesome! What are some simple things she can do to kickstart her 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.com/questions Connect on In...
Mar 03, 2026•6 min•Ep. 3349
In this week's First $1,000 segment, we hear from a walking tour guide in London. He leads tours only on weekends and brings in an extra £2,500 ($3,000) per 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...
Mar 02, 2026•6 min•Ep. 3348
Discovering the art of tea-stained prints using publicly available (and free) art, a Trader Joe's employee begins earning $3,600 a month selling custom prints online. 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...
Mar 01, 2026•7 min•Ep. 3347
Our listener's side project was so successful that an outside company wants to hire him. That wasn't exactly the goal, though. 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 Instagram: ...
Feb 28, 2026•4 min•Ep. 3346
How one man grew his $46 idea into a six-figure monthly sales machine selling beard oil. 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 Instagram: @193countries Visit Chris's main site:...
Feb 27, 2026•7 min•Ep. 3345
In this week's “Throwback Thursday” segment, we hear from a developer in the U.K. who makes an app to help people with weight-loss goals. 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 ...
Feb 26, 2026•6 min•Ep. 3344
Today's caller from California started her side hustle last year, and it was going well! Recently, however, business has taken a turn for the worse. How can she get out of the sales slump? 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 t...
Feb 25, 2026•4 min•Ep. 3343
There's no reason not to have your own domain now. But what's the best way to register one, and do you need to get every extension? 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 Instag...
Feb 24, 2026•4 min•Ep. 3342
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...
Feb 23, 2026•7 min•Ep. 3341
After her kids went off to college, this former stay-at-home-mom began baking whoopie pies in bulk. She now makes them by the tens of thousands, selling more than $25,000 in creamy inventory 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@sidehustlescho...
Feb 22, 2026•8 min•Ep. 3340
