Side Hustle School
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 hear a different story of someone who's started a side hustle, including what went well, how they 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 and other books.
Episodes
Ep. 3450 - Failure Friday: “I decided to give money to Meta…”
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&
Ep. 3449 - TBT: These “Sweatpant Overalls” Produce Joy and Extra Pockets
In this week’s “Throwback Thursday” segment, we hear from the man who brought sweatpant overalls for men (really!) to America. 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
Ep. 3448 - Q&A: “How to grow a YouTube channel with 121,000 subscribers?”
This Australian listener already has a very popular home cooking YouTube channel with more than 100,000 subscribers. He’s now looking to expand his reach further. 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 severa
Ep. 3447 - Q&A: “How can I sell flash cards to pharmacy students?”
This listener has made a set of flash cards to help pharmacy students memorize generic drug names, but is having a hard time finding her market. What should she try?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 wee
Ep. 3446 - First $1,000: Selling Vintage Clothes on Poshmark
In this week’s First $1,000 segment, we hear from a seller of vintage and modern clothes who uses the online marketplace Poshmark to sell thousands of dollars of clothes 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 sever
Ep. 3445 - STORY: Divorce Leads Banker To Boudoir Photography Empire
Inspired by her own session after a divorce, a corporate banker finds her calling in boudoir photography. The business now earns 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
Ep. 3444 - Q&A: “How do I choose a revenue model for my coaching business?”
Most successful coaches have more than one source of income—but if you’re starting out and need to pick only one, which should you pursue?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
Ep. 3443 - STORY: Tote-ally Functional Bags for Women on the Go
Keep calm and carry on! After struggling with her bags on the subway one too many times, this New Yorker takes the problem into her own hands and makes over $100,000. 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
Ep. 3442 - TBT: Bestselling Author Publishes Novels, Online Courses, and More
In this week’s “Throwback Thursday” segment, we hear from an incredibly productive author who writes novels in the morning and makes online courses in the afternoon. Lots of lessons here! 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
Ep. 3441 - Q&A: “Can I file a small claims suit against a big business?”
Today’s caller is having a frustrating experience: they aren’t getting paid for work they’ve completed! Can they take their client to small claims court?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
Ep. 3440 - Q&A: “What's the best platform for my idea?”
Do you start with your idea, or start with the ideal platform for your idea? Today’s caller wants to remain “platform agnostic.” How should he proceed? 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 n
Ep. 3439 - First $1,000: Florida Woman Becomes Pet Party Planner
In this week’s First $1,000 segment, we hear from the go-to pet party planner of St. Petersburg, Florida. She plans doggie bashes and cat-a-versary parties.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 no
Ep. 3438 - STORY: Dog Lover Fetches $250,000 in Canine Clothing
A Minnesota woman turns her design hobby into trendy duds for the whole family, including furry companions. 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.comEmail: team@s
Ep. 3437 - Q&A: “How do I best prioritize next steps?”
This listener has designed and printed a series of planners for new moms struggling with postpartum depression. How can she reach her target audience?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:&n
Ep. 3436 - Failure Friday: “We went all-in on applying for a $2 million grant…”
In this week’s Failure Friday segment, we hear from Suzanne Tucker, founder of Generation Mindful. Last year, her team decided to go all-in on applying for a big NIH grant—and the initial outcome was disappointing. 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 gu
Ep. 3435 - TBT: 26,000 Handmade Hair Scrunchies
In this week’s “Throwback Thursday” segment, we hear from a woman in Iowa who makes and sells a LOT of scrunchies. Long live the 90s! 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
Ep. 3434 - Q&A: “Best way to get to market with nutrition bar…”
A listener is launching an “all-in” protein bar. It’s a crowded market, but they’re, well, all-in. How can we help them get on the shelves of Whole Foods?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
Ep. 3452 - STORY: Mental Health Counselor By Day, Headband Artist by Night
A mental health counselor gets a head start with a side hustle that brings in $3,000 a monthSide 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.comEmail: team@sidehustleschool.comBe
Ep. 3451 - Q&A: “’Spaced repetition’ practice with overseas tutors?”
Today’s listener has an intriguing idea: to aid in memory retention using spaced repetition but with outsourced tutors from other countries. Think of it like “Upwork meets Udemy.” 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
Ep. 3433 - Q&A: “Is the directory website model outdated?”
A caller from Massachusetts has a small moving business and is thinking about adding a directory website that provides listings to movers from around the country. Is this business model outdated, or might it still have potential?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 include
Ep. 3432 - First $1,000: “I wasn’t sure what to do, so I started selling sports cards…”
In this week’s First $1,000 segment, we hear from a Los Angeles consultant who begins buying and reselling sports cards during the pandemic. He does it because it’s fun—but it also ends up being highly 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 gui
Ep. 3431 - STORY: Delaware College Students Place Ads on 450,000 Cars
Two enterprising students start a business that connects advertisers with car owners. They now pay thousands of drivers up to $500/month, and are on track to earn $5 million in revenue.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 s
Ep. 3430 - 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 we
Ep. 3429 - STORY: Art School Model Starts Sexually Stimulating Side Hustle
This biology student-turned model had a penchant for writing about sexual wellness. She just had to find a way to make money with it—and she did. 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:&
Ep. 3428 - TBT: Luxury Buttercream Cakes Make Life Batter
In this week’s “Throwback Thursday” segment, we hear from the owner of Sweet Afternoon Bakeshop. Have your cake and listen to it too! 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
Ep. 3427 - Q&A: “Is there a template to make an app or other software?”
Today’s listener is looking for a template to make a website that has some specific functionality—in her case, a combination of Craigslist and Airbnb.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:&n
Ep. 3426 - Q&A: “Should I provide a guarantee for my real estate photography service?”
Today’s listener is starting to get paid for real estate photography. Should she offer a money-back guarantee in case a client is unsatisfied? 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:&nbs
Ep. 3425 - First $1,000: The Med School “Decision Doctor”
In this week’s First $1,000 segment, we hear from a medical resident working in Chicago who has a side hustle as the med school “decision doctor,” helping students and interns navigate crucial decisions.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
Ep. 3424 - STORY: Fire in the Hole! Handcrafted Drumsticks Ignite Into Profits
The podcast is on fire! A woman creates an Etsy store to market her wood-burned artistry wares, specializing in custom, handcrafted drumsticks. 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:&nb
Ep. 3423 - Q&A: “How can I compete with unfair Etsy sellers?”
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 problem: 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. Th
Ep. 3422 - Failure Friday: “We tried to be everything to everyone…”
In this week’s Failure Friday segment, we hear from the founder of Cleanlots, a parking lot cleanup service that’s been operating for decades. In its early years, Cleanlots expanded too quickly, learning a valuable lesson before pulling back to its core competency. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitt
Ep. 3421 - TBT: Hair Ties and Shampoo for Men with Long Hair
In this week’s “Throwback Thursday” segment, we’ll hear from a man on a mission to create “hair equality.” 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.comEmail: team@si
Ep. 3420 - Q&A: “Have I found a way to accept PayPal payments with no fees?”
A crafty listener has found a way to avoid PayPal fees when accepting payments. Is he really on to something, or is it going to backfire on 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: Si
Ep. 3419 - Q&A: “How to grow a facepainting business?”
This listener is making money with facepainting, but would like to grow by selling more to her customers. What should she try?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
Ep. 3418 - First $1,000: “No one in Boston could find a good pierogi…”
In this week’s First $1,000 segment, we hear from the co-founder of Jaju Pierogi, a line of delicious Polish snacks now stocked in hundreds of New England grocery stores.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
Ep. 3417 - STORY: Store Manager Makes Micro Gainz For Macro Profits
When a grocery store manager hits a weightlifting plateau, he creates micro weight plates through hard work and heavy lifting. 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
Ep. 3416 - Q&A: “Is it still a good idea to sell Merch by Amazon?”
Two years ago, one of our listeners made $30,000 selling t-shirts on Amazon without stocking any inventory. Opportunities come and go, however, and today’s caller is wondering if the Merch by Amazon program is still viable.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
Ep. 3415 - STORY: Rustic Wall Hangings Rack Up Worthwhile Profits
A self-taught manufacturer of home decor transitions her part-time curiosity into a full-time woodworking 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.comEmail: tea
Ep. 3414 - TBT: Personal Trainer Pumps Up Protein Pancakes
In this week’s “Throwback Thursday” segment, we’ll hear from a personal trainer who sells pumped-up pancakes full of protein.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.comE
Ep. 3413 - Q&A: “How can I sell my own crossword puzzles?”
A listener is all crossed up in her quest to make and sell crossword puzzles. 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.comEmail: team@sidehustleschool.comBe on the s
Ep. 3412 - Q&A: “How to share men's lifestyle advice that isn’t toxic…”
I always love to hear from our community. You are doing some interesting things! Let’s see if I can be somewhat helpful to Brody, who wants to share “non-toxic men’s lifestyle advice.” 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&am
Ep. 3411 - First $1,000: Software Engineer Crafts Balloon Sculptures
In this week’s First $1,000 segment, we hear from an engineer who takes out his daytime frustrations on a series of side hustle balloon sculptures.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: 
Ep. 3410 - STORY: Athletes Create “Chewable Energy” Gum
Searching for energy on-the-go without a nasty crash or sugar rush, these two friends and high-performing athletes chew on the idea until inspiration strikes. 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
Ep. 3409 - 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 e
Ep. 3408 - Failure Friday: “My Facebook page was taken over by hackers…”
In this week’s Failure Friday segment, we hear from the world’s leading expert on tailgating. When his popular Facebook page got hacked, he lost thousands of followers and it took more than a month to resolve.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 lesson
EP. 3407 - TBT: Kindle Books Produce Passive Income for Aussie Novelist
In this week’s “Throwback Thursday” segment, we hear from Kyla Gardner in Melbourne, Australia. She’s created passive income from a series of self-published nonfiction books—and now she’s jumping into fiction.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 lesson
Ep. 3406 - Q&A: “I want to make an asexual dating app…”
Today’s caller has an idea to start her own app for people who identify as asexual (where you don’t feel much sexual attraction to anyone). What’s the best path forward? 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 day
Ep. 3405 - Q&A: “The alarm clock that costs money if you oversleep…”
That’s right, this alarm clock debits your bank account if you don’t get up in time. It’s sure to be a hit! The only problem: our caller isn’t sure how to make 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
Ep. 3404 - First $1,000: Digital Art Reaches Physical Homes Worldwide
In this week’s First $1,000 segment, we hear from the co-founders of Wandercolors. Together, they produce digital art of iconic travel destinations.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:&nbs
Ep. 3403 - STORY: Shoe Designer Runs After $1 Million Challenge
“Why can’t dress shoes look great and perform well at the same time?” This runner and industrial designer was irritated, so he set out to find the sole solution. 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.S
Ep. 3402 - Q&A: “Need to increase income as an adjunct professor…”
Today we hear from a professor of sociology who wants to make more money. Nothing wrong with that! Let’s 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
Ep. 3401 - STORY: Art Director Turns Passion For Puppets Into Profit
An advertising exec discovers the world of puppet fabric and unlocks a new career.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.comEmail: team@sidehustleschool.comBe on the sh
Ep. 3400 - TBT: New Jersey Blog Grows to 25+ Team Members
In this week's “Throwback Thursday” segment, we hear from a New Jersey school counselor turned blogger who now has six employees and twenty contractors. 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 ea
Ep. 3399 - Q&A: “Is my business idea a pyramid scheme?”
It's not often that someone calls in and says, “Am I running a pyramid scheme?” … but that's basically what we've got here today. 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 no
Ep. 3398 - Q&A: “How to go from prototype into manufactured product?”
This listener wants to sell non-screen entertainment kits for kids. How can she go from concept to on-the-shelf product? 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: t
Ep. 3397 - First $1,000: Lutheran Pastor Sells & Ships “Consecrate” Boxes
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
Ep. 3396 - STORY: Loan Officer Charts New Course With Nautically Inspired Jewelry
A mortgage loan officer combines her nautical roots with a love of design to create geographically personalized 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.
Ep. 3395 - Q&A: “My crazy idea to launch a new magazine…”
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: SideHustleS
Ep. 3394 - 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 le
Ep. 3393 - TBT: Natural Deodorant Becomes Beauty Line
In this week's “Throwback Thursday” segment, we hear from a CPA who turns natural deodorant made from apple cider vinegar into a beauty and skin-care line. 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
Ep. 3392 - Q&A: “Should I use Etsy's platform or build my own website?”
A listener with an Etsy shop wants to open her own site as well. What's the best way to branch 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.
Ep. 3391 - Q&A: “Should I quit my job when the economy is bad?”
Lately I've been hearing from a lot of people in a time of transition one way or another. Here's an example: when the economy is in a downturn, is this is a bad time to quit your 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 se
Ep. 3390 - First $1,000: “I cold-pitched 10 brands and got my first 2 clients…”
In this week's First $1,000 segment, we hear from a freelance apparel designer who specializes in menswear. After having her first child, she set out to learn to work on her own. 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 s
Ep. 3389 - STORY: Three Friends Step Up, Pull In Restroom Revenue
After three co-workers notice their colleagues using paper towels to open restroom doors, they invent a simple solution that's a step above the rest. 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:
Ep. 3388 - Q&A: “Someone left me a bad review! What should I do??”
Oh no! Today's listener received a bad review on Etsy through no fault of their own. Is there anything they can do to appeal? 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.c
Ep. 3387 - STORY: Two Women Create Swimwear Brand for D-Cups and Up
After getting fed up with poorly-fitting swimwear, two friends realize that women with larger bust sizes are just an afterthought when swim brands design suits—so they set out to create an alternative. 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
Ep. 3386 - TBT: Texas Marimba Rentals Hit Noteworthy Demand
In this week's “Throwback Thursday” segment, we hear from Texas's leading provider of marimba rentals. 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@si
Ep. 3385 - Q&A: “What if a company hires you and doesn’t pay up??”
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 les
Ep. 3384 - Q&A: “I’m running the numbers on a subscription service…”
Today's listener is trying to forecast profits for her subscription service, and wants to know what seems like a reasonable expectation. 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: SideHustleSch
Ep. 3383 - First $1,000: Anime Artist Offers Personalized Commissions
In this week's First $1,000 segment, a talented artist capitalizes on their love for anime by offering personalized art commissions. Learn how they navigated pricing strategies, portfolio creation, and keeping up with 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
Ep. 3382 - STORY: Cigar Subscription Box Delivers Smoking Returns
A software engineer creates a premium subscription box service for savvy cigar smokers. 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
Ep. 3381 - Q&A: “Driving an RV across the country—can I get sponsored?”
Everyone, let's pack all of our stuff up in an RV and hit the road. We just need a tripod for all those #vanlife photos we're going to be taking! (Also, our caller wants to know how she can get sponsored for her own RV adventure.) 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 inclu
Ep. 3380 - Failure Friday: “Perfect SAT Score” Tutor Gets Rejected by 100 Publishers
In this week's Failure Friday segment, we hear from the founder of a standardized test prep service. Before he started his business, he earned a perfect score on the SAT—and then pitched a book that was rejected by more than 100 literary agents and publishers. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting
Ep. 3379 - TBT: These iPad Paintbrushes Never Run Dry
In this week's “Throwback Thursday” segment, we hear from a New Zealand software developer who popularizes iPad lettering brushes, accumulating 300,000 followers and a solid extra 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 lis
Ep. 3378 - Q&A: "Help, my bank said I can't open a business account!"
How do you keep your business and personal finances separate? Ideally with a different bank account—but this listener is having trouble opening one. 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 no
Ep. 3377 - Q&A: “Should I create a website for medical coders?”
Today's listener is working on a website that helps medical coders earn free continuing education (CE) credit. How could this project be monetized? 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
Ep. 3376 - First $1,000: “I went door-to-door selling home alarms…”
In this week's First $1,000 segment, we hear from a real-life door-to-door salesman. Some “knockers” can earn six figures a year or more, as long as they can cope with repeated rejection. Here's the story of one guy who's well on his 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
Ep. 3375 - STORY: Firefighter Uses Chainsaw for Jumbo-Sized Woodworking
Taking advantage of some downtime, this Alberta firefighter picks up a chainsaw and begins carving out life-sized wooden bears. He sells his creations to universities, restaurants, and anyone who wants a unique (and large!) handcrafted item. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. Th
Ep. 3374 - Q&A: “Should I offer a pay-what-you-will price?”
This listener started a pen-to-paper initiative to connect people through snail mail. It's starting well, but how can it scale—and is a Pay-What-You-Will pricing model the best 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 listen
Ep. 3373 - STORY: Savvy Stationery Site Offers Cards for Divorce & Diwali
A director at a non-profit college of music creates an e-commerce site selling greeting cards with a twist. 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
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