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Side Hustle School

von Chris Guillebeau

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  1. Ep. 3537 - First $1,000: “I wanted to be the guy with a laptop on the beach…”

    In this week’s First $1,000 segment, we hear from the founder of Maid This, a cleaning company that grows to millions of dollars in sales and allows the founder to work remotely. Side Hustle School features a new episode EVERY DAY, featurin

  2. Ep. 3536 - STORY: BBQ Catering Hustle Smokes Out Competitors

    They loved smoked BBQ—and one day, they realized doing it for a living was the dream. So they jumped in full-force to the idea, heading straight for disaster. Side Hustle School features a new episode EVERY DAY, featuring detailed case stud

  3. Ep. 3535 - Q&A: “I’m getting too many inquiries…”

    Today’s caller has a different sort of problem than most people who struggle to get off the ground: her business is going so well that she’s feeling overwhelmed with the work. Side Hustle School features a new episode EVERY DAY, featuring d

  4. Ep. 3534 - Failure Friday: “My anniversary sale was an epic fail…”

    In this week’s Failure Friday segment, we hear from the founder of a membership site that’s going very well—until the founder stops giving it the attention it deserves. Side Hustle School features a new episode EVERY DAY, featuring detailed

  5. Ep. 3533 - TBT: “Chewable Energy” Gum Sticks With Customers

    In this week’s “Throwback Thursday” segment, we hear from an athlete who sets out to create chewable energy gum. It’s gum-believable! Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn ex

  6. Ep. 3532 - Q&A: “I want to be a broker for overseas web developers…”

    A caller has an idea to connect overseas web developers with clients in the U.S. How would this work, and how can they profit from it? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn e

  7. Ep. 3531 - Q&A: “Can I pursue public speaking as a side hustle?”

    This listener wants to get paid for public speaking, and he’s got a good story to share—but does he need a more specific topic? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra mo

  8. Ep. 3530 - First $1,000: “I help people get back their hacked accounts…”

    In this week’s First $1,000 segment, we hear from a coder with an unusual side hustle: he helps clients recover their hacked or lost Facebook accounts. In his first month, he’s already served fifteen people! Side Hustle School features a ne

  9. Ep. 3529 - STORY: Anchors Aweigh! Designer Leads Guided Sailing Tours

    A graphic designer packs his bags to see the world, then stumbles into a new line of work leading guided sailing tours. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money with

  10. Ep. 3528 - Q&A: “Is it still possible to start a blog?”

    Jon is wondering if he’s missed out on the golden age of blogging. He wants to start a blog, but is it too late? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without qui

  11. Ep. 3527 - STORY: Cake Artist’s Confections Whisk Up Delicious Profits

    This pastry chef starts by baking on the side, then grows her hustle into a full-time business selling more than $100,000 worth of wedding and custom cakes a year. Side Hustle School features a new episode EVERY DAY, featuring detailed case

  12. Ep. 3526 - TBT: Tap Dance Teacher Offers Worldwide Lessons

    In this week’s “Throwback Thursday” segment, we hear from Bill Simpson, chief tap dancer of HowtoTapDance.com. From his homebase of Melbourne, Australia, he teaches the art of the tap to students all over the world. Side Hustle School featu

  13. Ep. 3525 - Q&A: “Should I self-publish a mental health guidebook on Kindle?”

    A listener in Mexico is starting a podcast on mental health, and also wants to publish a book. Should she put it out on Kindle even though she doesn’t have a lot of followers yet? Side Hustle School features a new episode EVERY DAY, featuri

  14. Ep. 3524 - Q&A: “I’d like to be a financial advisor for Gen Z…”

    This Gen Z listener wants to become a financial advisor for her generation. How can she build her authority and platform? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money wi

  15. Ep. 3523 - First $1,000: “I wanted to explore AI-generated art…”

    In this week’s First $1,000 segment, we hear from a real estate professional who makes and sells design elements that come from AI-generated art. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people

  16. Ep. 3522 - STORY: Lather, Rinse, Recycle: Soapy Problem Leads to Clean Solution

    An account manager solves the pondering question of “What happens to soap after it’s used in a hotel room?”—and turns it into a sustainable side hustle. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of

  17. Ep. 3521 - Q&A: “How do I find customers as a digital personal assistant?”

    Today’s listener is in search of his first customer! He wants to become a digital personal assistant to help people with tech support. How should he proceed? Side Hustle School features a new episode EVERY DAY, featuring detailed case studi

  18. Ep. 3520 - Failure Friday: “After I was hit by a car, things got worse…”

    In this week’s Failure Friday segment, we hear from an affiliate marketer who encountered an unusual problem: after he was hit by a car, the public knowledge of his business was used against him. Side Hustle School features a new episode EV

  19. Ep. 3519 - TBT: Bridesmaid-for-Hire Keeps Walking Down the Aisle

    In this week’s “Throwback Thursday” segment, we hear from the woman behind “Bridesmaid-for-Hire,” one of our most popular episodes in year one. Her business has grown a lot since then, but she’s also learned some lessons in simplifying. Sid

  20. Ep. 3518 - Q&A: “Where do I begin if I want to make an app?”

    This listener wants to make an app, but needs some help knowing where to 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 s

  21. Ep. 3517 - Q&A: “Should I start a new site for my food business?”

    This listener has an older food blog that she hasn’t updated in a while, and now she wants to convert it to an ecommerce site. Is that the best approach, or should she start all over? Side Hustle School features a new episode EVERY DAY, fea

  22. Ep. 3516 - First $1,000: “I built an Airbnb rental in my backyard…”

    In this week’s First $1,000 segment, we hear from a serial side hustler who builds an ADU in his backyard, allowing him to earn $1,500/month in passive rentals. He then uses the profits to buy another property. Side Hustle School features a

  23. Ep. 3515 - STORY: Hair Braiding Workshops Help Trans-Racial Adoptive Families

    A Chicago woman uses her side hustle to support her life, then adapts it to help more than 1,000 children in trans-racial adoptive families. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who

  24. Ep. 3514 - Q&A: “How to make a board game from start to finish?”

    Today’s listener wants to make a board game. There are many steps involved, and he’ll need to learn a lot along the way. But that shouldn’t stop him! Let’s see if we can help him out. Side Hustle School features a new episode EVERY DAY, fea

  25. Ep. 3513 - STORY: Teacher Flips Sports Gear For $8,000/Month

    A teacher uses his love for sports memorabilia to bridge the financial gap between his teaching contracts—then goes on to create a highly profitable business. Side Hustle School features a new episode EVERY DAY, featuring detailed case stud

  26. Ep. 3512 - TBT: Southern Transplant Creates Watercolor Brand

    In this week’s “Throwback Thursday” segment, we revisit a graphic designer who creates a watercolor brand that is sold in retailers throughout South Carolina and beyond. Side Hustle School features a new episode EVERY DAY, featuring detaile

  27. Ep. 3511 - Q&A: “Do I have to sell as a SAAS?”

    A listener is trying to decide how to price a new online service. Should she use the common SAAS (“software as a service”) model, or are there alternatives? Side Hustle School features a new episode EVERY DAY, featuring detailed case studie

  28. Ep. 3510 - Q&A: “How many tech tools do I need to master?”

    This listener has a side hustle teaching data analytics, and wants to grow—but he’s feeling overwhelmed with all the necessary tools. How can he choose the right resources without becoming fixated on them? Side Hustle School features a new

  29. Ep. 3509 - First $1,000: Paralegal Assists U.S. Immigrants to Canada

    In this week’s First $1,000 segment, we hear from a Canadian paralegal who helps American immigrants learn to navigate the bureaucracy of migration. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of peo

  30. Ep. 3508 - STORY: “SwitchPod” Camera Tool Raises $415,748 on Kickstarter

    When two friends spot an opportunity to create a practical camera accessory, the crowdfunding campaign exceeds their wildest expectations. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who ea

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