Side Hustle School

Episodi

• 
  Ep. 3578 - Un-Tours Of Myanmar Offer Adventure and Unpredictability 18.10.2026 7min

  His friends kept asking him to lead tours of Myanmar, and he finally agreed. But he wasn’t going to stick to the usual sights—his ‘un-tours’ would be anything but typical.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: [email protected] on the show: SideHustleSchool.com/questionsConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comRead A Year of Mental Health: yearofmentalhealth.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Hosted on Acast. See acast.com/privacy for more information.
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  Ep. 3577 - Q&A: “Can I get paid to help iPhone owners switch to Android?” 17.10.2026 6min

  Today’s listener wants to serve the masses of people who buy Apple products but would shop for Android and PC devices if they knew what to buy. It’s an interesting market—how can he succeed? 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: [email protected] on the show: SideHustleSchool.com/questionsConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comRead A Year of Mental Health: yearofmentalhealth.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Hosted on Acast. See acast.com/privacy for more information.
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  Ep. 3576 - Failure Friday: “Amazon permanently banned my seller account…” 16.10.2026 7min

  In this week’s Failure Friday segment, we hear from Kelan from TheSavvyCouple.com. In his early days, he sold on eBay and Amazon. It was all going well, until a supplier problem led to him getting banned—permanently! 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: [email protected] on the show: SideHustleSchool.com/questionsConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comRead A Year of Mental Health: yearofmentalhealth.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Hosted on Acast. See acast.com/privacy for more information.
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  Ep. 3575 - TBT: The 7-Figure Dachshund Apparel Business 15.10.2026 7min

  In this week’s “Throwback Thursday” segment, we hear from the co-founder of Bean Goods, which sells dachshund-themed apparel for dogs and humans. 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: [email protected] on the show: SideHustleSchool.com/questionsConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comRead A Year of Mental Health: yearofmentalhealth.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Hosted on Acast. See acast.com/privacy for more information.
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  Ep. 3574 - Q&A: “Can I use another author's work in my book?” 14.10.2026 4min

  Today’s listener has a legal question that I can actually answer with some confidence: what are the rules about quoting or referencing someone else’s work in something you offer for sale?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: [email protected] on the show: SideHustleSchool.com/questionsConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comRead A Year of Mental Health: yearofmentalhealth.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Hosted on Acast. See acast.com/privacy for more information.
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  Ep. 3573 - Q&A: “How do I focus on retaining clients?” 13.10.2026 4min

  Today we’re going to hear from a CPA in the midwest who wants to focus on retaining clients. This is more important than finding new 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 free guided lessons and listener Q&A several days each week.Show notes: SideHustleSchool.comEmail: [email protected] on the show: SideHustleSchool.com/questionsConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comRead A Year of Mental Health: yearofmentalhealth.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Hosted on Acast. See acast.com/privacy for more information.
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  Ep. 3572 - First $1,000: “I succeeded by following contradictory advice…” 12.10.2026 7min

  In this week’s “First $1,000” segment, we hear from the seller of Pretty Old Books. What started as an idea to sell vintage book sets on Etsy turned into an entirely different business model. 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: [email protected] on the show: SideHustleSchool.com/questionsConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comRead A Year of Mental Health: yearofmentalhealth.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Hosted on Acast. See acast.com/privacy for more information.
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  Ep. 3571 - STORY: Guitar Player Chalks Up Success By Enjoying The Process 11.10.2026 7min

  A systems administrator and lifelong guitar player generates thousands per month writing about his musical hobby. 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: [email protected] on the show: SideHustleSchool.com/questionsConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comRead A Year of Mental Health: yearofmentalhealth.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Hosted on Acast. See acast.com/privacy for more information.
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  Ep. 3570 - Q&A: “Can I offer a permanent price discount?” 10.10.2026 4min

  Our listener has seen furniture stores offer non-stop sales. Is there any reason they can’t have a sale that never ends in their 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: [email protected] on the show: SideHustleSchool.com/questionsConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comRead A Year of Mental Health: yearofmentalhealth.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Hosted on Acast. See acast.com/privacy for more information.
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  Ep. 3569 - STORY: Hand Lettering Artist Upgrades Photo Booth Props 09.10.2026 7min

  An illustrator gives boring wedding photo booth props a much-needed upgrade, creating an alternative to greeting cards at the same time.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: [email protected] on the show: SideHustleSchool.com/questionsConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comRead A Year of Mental Health: yearofmentalhealth.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Hosted on Acast. See acast.com/privacy for more information.
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  Ep. 3568 - TBT: Physician Designs Plush Toys to Teach Anatomy 08.10.2026 7min

  In this week’s “Throwback Thursday” segment, we hear from a doctor who makes plush toys in the shape of human organs to teach kids about the body. 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: [email protected] on the show: SideHustleSchool.com/questionsConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comRead A Year of Mental Health: yearofmentalhealth.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Hosted on Acast. See acast.com/privacy for more information.
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  Ep. 3567 - Q&A: “Can I resell items I get for free?" 07.10.2026 4min

  Today’s listener received some free display equipment at a trade show. Can he resell it without worrying, or does this create an ethical dilemma? 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: [email protected] on the show: SideHustleSchool.com/questionsConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comRead A Year of Mental Health: yearofmentalhealth.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Hosted on Acast. See acast.com/privacy for more information.
• 
  Ep. 3566 - Q&A: “An English-language anime club in Japan…” 06.10.2026 4min

  Today’s caller wants to start an English-speaking anime club in Japan. With the country recently re-opened for visitors, let’s get this party started!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: [email protected] on the show: SideHustleSchool.com/questionsConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comRead A Year of Mental Health: yearofmentalhealth.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Hosted on Acast. See acast.com/privacy for more information.
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  Ep. 3565 - First $1,000: “I got paid to walk dogs while on work calls…” 05.10.2026 5min

  In this week’s First $1,000 segment, we hear from a Chicago native who starts “Day Job Dogwalking” during the pandemic. While juggling work calls with her employer, she gets paid (and eventually hires someone) to walk dogs in her neighborhood. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.Show notes: SideHustleSchool.comEmail: [email protected] on the show: SideHustleSchool.com/questionsConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comRead A Year of Mental Health: yearofmentalhealth.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Hosted on Acast. See acast.com/privacy for more information.
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  Ep. 3564 - STORY: Physical Therapist Sells 57,000 “Neck Hammocks” 04.10.2026 7min

  In trying to remedy his own workout injuries, this physical therapist invents a portable device to relieve pain. He then patents the device and sells 57,000 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 each week.Show notes: SideHustleSchool.comEmail: [email protected] on the show: SideHustleSchool.com/questionsConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comRead A Year of Mental Health: yearofmentalhealth.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Hosted on Acast. See acast.com/privacy for more information.
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  Ep. 3563 - Q&A: “What’s the 80/20 rule of side hustling?” 03.10.2026 4min

  Today’s listener is wondering about applying the Pareto principle to the world of side hustles. What can we learn—and what should we do differently as a result of this knowledge?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: [email protected] on the show: SideHustleSchool.com/questionsConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comRead A Year of Mental Health: yearofmentalhealth.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Hosted on Acast. See acast.com/privacy for more information.
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  Ep. 3562 - Failure Friday: “My app kept crashing during the big pitch…” 02.10.2026 10min

  In this week’s Failure Friday segment, we hear from the founder of a project management tool. An early pitch to a major investor got off to a rough start.Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.Show notes: SideHustleSchool.comEmail: [email protected] on the show: SideHustleSchool.com/questionsConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comRead A Year of Mental Health: yearofmentalhealth.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Hosted on Acast. See acast.com/privacy for more information.
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  Ep. 3561 - TBT: “Graphic Designer for Dogs” Retrieves New Clients 01.10.2026 7min

  In this week’s “Throwback Thursday” segment, we hear from a graphic designer who started off by specializing in pet businesses. She’s now trying to go off-leash and retrieve clients in other industries … is she barking up the wrong tree? 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: [email protected] on the show: SideHustleSchool.com/questionsConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comRead A Year of Mental Health: yearofmentalhealth.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Hosted on Acast. See acast.com/privacy for more information.
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  Ep. 3560 - Q&A: “How can I rent out my spare bedroom on Airbnb?” 30.09.2026 4min

  An attorney who isn’t home much would like to earn passive income from renting out her spare bedroom. What does she need to know, and is there any way to make it easier?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: [email protected] on the show: SideHustleSchool.com/questionsConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comRead A Year of Mental Health: yearofmentalhealth.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Hosted on Acast. See acast.com/privacy for more information.
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  Ep. 3559 - Q&A: “How to sell a podcast as a paid subscription?” 29.09.2026 4min

  Apple Podcasts, Spotify, and presumably some other networks are all jumping on the premium podcast train. If you want to start one—a podcast as a paid subscription–how do you do it? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.Show notes: SideHustleSchool.comEmail: [email protected] on the show: SideHustleSchool.com/questionsConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.comRead A Year of Mental Health: yearofmentalhealth.comIf you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼  Hosted on Acast. See acast.com/privacy for more information.