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. 3494 - STORY: The 50 Shades of Editing Romance Novels
A corporate recruiter pursues a steamy side business editing romance novels. 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. 3493 - Q&A: "I sold more by raising my prices—is that wrong??”
Today’s listener has a moral dilemma: they made more money by raising their prices! (Wait, what’s wrong with that? Listen to their question to find 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
Ep. 3492 - STORY: Failure Friday: “My business partner was a convicted felon…”
In this week’s Failure Friday segment, we hear from Alan Perlman, the founder of a drone training company. His business now brings in seven figures a year, but it started with a rocky partnership.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 listene
Ep. 3491 - TBT: “Kindness Kits” Spread Love and Draw Positive Returns
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from someone selling an unusual product that’s one-part social cause and one-part profitable business. What’s changed since we first featured 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 g
Ep. 3490 - Q&A: “How can I make a product to help with applied learning?”
This listener wants to help people learn more actively. Sounds good, but how does it become a product or service? 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:
Ep. 3489 - Q&A: “I’d like to sell an Apple Watch guide…”
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: Side
Ep. 3488 - First $1,000: “I had literally zero intention of running a business…”
In this week’s First $1,000 segment, we hear from Lindsay Gordon, who left a career at Google to become a “career coach for analytically-minded people.” 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. 3487 - STORY: Chemical Engineer Zips Up Solution for Baggy Shirts
When an engineer receives a ridiculously baggy work shirt, he grabs it by the collar and designs a DIY tailoring device. Four years later, he’s sold $150,000 of 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 e
Ep. 3486 - Q&A: “I’d like to sell a toolkit to sole proprietors…”
Today’s listener has an idea to sell a toolkit to help sole proprietors become more efficient. What are the pros and cons of this 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: SideH
Ep. 3485 - STORY: Atlanta Lawyer Walks Into Food Tour Biz
An Atlanta lawyer creates a thriving and unexpected walking tour 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: team@sidehustleschool.comBe on the show: Side
Ep. 3484 - TBT: Multilingual Insurance Agent Creates Translation Course
In this week’s “Throwback Thursday” segment, we hear from a multilingual insurance agent who creates an online course on the art of 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:&n
Ep. 3483 - Q&A: Are there any *good* MLM companies?
Today’s listener is at risk of falling prey to a shady network marketing (MLM) company. How do we know it’s shady? Because it’s a network marketing company! Listen and 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
Ep. 3482 - Q&A: “Recovering after a failed partnership…”
Today we’re going to hear from a caller who’s previous venture didn’t work out. That one was a partnership with a friend that ended amicably, and now our listener is ready to make another attempt of 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 le
Ep. 3481 - First $1,000: Indian Woman Helps Indian Men Improve Dating Profiles
In this week’s First $1,000 segment, we hear from Priya in Bangalore. She has a side hustle helping men with their dating profiles—and she keeps busy!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. 3480 - STORY: Aerospace Apprentice Soars to Seven-Figure Heights
An eBay experiment started from a childhood bedroom becomes a multi-million, make-your-own-fashion eCommerce empire.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. 3479 - Q&A: “Is reselling gift cards a viable idea?”
Today’s listener is thinking about buying and reselling unused gift cards. It sounds like an interesting idea, but is he missing something obvious? 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. 3478 - 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
Ep. 3477 - TBT: “Hero’s Journal” Completes Epic Quest
In this week’s “Throwback Thursday” segment, we undertake a valiant quest to hear from the co-founder of a legendary journal.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. 3476 - Q&A: “How to find markets for livestreaming events?”
Today’s caller is working on providing livestreaming content creation services for small businesses and events. How can he find a niche or target market to focus on?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. 3475 - Q&A: “How to best use a time of unemployment?”
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
Ep. 3474 - First $1,000: “I had no idea Hula Hoops were a seasonal business…”
In this week’s First $1,000 segment, we hear from Holly the Hula Hoop Hustler. She’s now earning up to $2,000/month selling hula hoops on Amazon. But what about her first $1,000—how did she make that happen, and what did she 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
Ep. 3473 - STORY: Enjoy an Ice Cold Beverage in a Mug Made from Ice
A visit to the outdoor sauna in the midst of a Minnesota winter inspires a mug made from ice that has sold over 4,000 units. 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. 3472 - Q&A: “How should I promote my new app?”
Today’s caller is wondering about where to go to promote a wellness app she’s made. Is promoting an app different from anything else? 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. 3471 - STORY: Tinder Matched Couple Swipes Right to Sell Cupcakes
After meeting on Tinder, a couple takes a long walk through Central Park and decides to sell cupcakes for $20 each. Surprise: it works. 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: SideH
Ep. 3470 - TBT: Comfy Pillow Provides Seatbelt Support for Cancer Patients
In this week’s “Throwback Thursday” segment, we hear from the creator of the ParkPuff, a “go anywhere” seat belt pillow for cancer and surgery patients.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. 3469 - Q&A: “Where's the best place to hire contractors?”
Today’s caller is starting a *second* side hustle and wants to know where to find the best virtual assistants and other 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 each week.Show notes: SideHust
Ep. 3468 - Q&A: “How do you determine a customer’s emotional needs?”
Today’s listener is inspired to learn more about the “core emotional needs” of a potential customer, but isn’t sure how to do it or what to do with the info. Are these needs always the same, or do they vary? 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. 3467 - First $1,000: “Clients don’t want Wordpress, they want a website…”
In this week’s First $1,000 segment, we hear from the self-described “Wordpress Girl,” who starts a service helping female entrepreneurs get set up with a website.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. 3466 - STORY: Music Graduate Makes Spare Change Filling Spare Rooms
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 show: SideHustleSchool.com/questionsConnect on Instagram: @193countriesVisit Chris's
Ep. 3465 - Q&A: “Help! I’m stuck trying to find my ‘ah-ha’ idea”
Today’s listener has kept her eyes open looking for opportunities, but hasn’t spotted her “ah-ha” idea yet. How can she proceed when she really wants to move forward but isn’t sure how? 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
Ep. 3464 - Failure Friday: “We accept your proposal… to resign”
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 show: SideHustleSchool.com/questionsConnect on Instagram: @193countriesVisit Chris's
Ep. 3463 - TBT: Beer Made from “Upcycled” Grain TBT: Blogger Explores Affiliate Marketing in India
In this week’s “Throwback Thursday” segment, we hear from the co-founder of a business that turns upcycled grains from breweries into delicious snacks. 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. 3462 - Q&A: “I stopped delivering for my Patreon…”
An independent musician has a Patreon account funded by fans. Over the past few months, he’s stopped delivering updates and special features—but the fans keep paying. How should he handle this unusual 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 lesson
Ep. 3461 - Q&A: “Should I pursue three ideas or just one?”
Today’s caller has a dilemma: they have three independent ideas and aren’t sure whether they should eliminate any of them. 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
Ep. 3460 - First $1,000: Indian Tutor Helps U.S. High School Students Learn Math
In this week’s First $1,000 segment, we hear from an Indian listener. He’s built a bustling business as an online math tutor for high school students in the U.S.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.Sh
Ep. 3459 - STORY: Hawaiian Native Teaches Virtual Ukulele Lessons
A Hawaiian goes all-in on the popular instrument of the islands, touring Europe and teaching virtual lessons by Skype. 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.comEm
Ep. 3458 - Q&A: “How do you ethically source products made in overseas factories?”
There are lots of advantages to sourcing a product from an overseas factory—but how do you know the working conditions are fair and environmentally responsible?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.Sho
Ep. 3457 - STORY: Financial Blog Sprouts into $35,000/Month Money Tree
A registered nurse and financial manager start a blog for millennials. After a rough beginning, they figure out their audience and go on to earn tens of thousands of dollars a 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&
Ep. 3456 - TBT: Urban Hiker Leads Tours in San Francisco
In this week’s “Throwback Thursday” segment, we hear from a woman with two successful hustles. Adapting to a changing world, she’s been able to thrive even in the midst of challenges.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 sev
Ep. 3455 - Q&A: “My ‘road trip kit’ for truck stops…”
A listener has a cool idea: they want to sell a road trip kit. How can they put it together, and who is their ideal customer?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. 3454 - Q&A: “Which is better: direct or indirect income?
A listener has a clear business idea, but isn’t clear about the revenue model. They can get paid through affiliate and advertising revenue (indirect), *or* through selling to consumers themselves (direct). Which might be better? 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 in
Ep. 3453 - First $1,000: “My music was played on a Romanian TV show…”
In this week’s First $1,000 segment, we hear from a musician who licenses songs for placement in TV shows worldwide. When he gets a check in the mail for a TV show he’s never heard of, he starts taking it more seriously. 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 g
Ep. 3452 - STORY: A Mental Health Counselor By Day, A Headband Artist by Night
A mental health counselor gets a head start with a side hustle that brings in $3,000 a 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.comEmail: team@sidehustleschool.com
Ep. 3451 - Q&A: “’Spaced repetition' practice with outsourced tutors from overseas?”
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. 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
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