Synopsis
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 will hear a different story of someone who's started a side hustlealong with what went well, how that person 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, The Happiness of Pursuit, and other books.
Episodes
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#2465 - Q&A: “Can I earn money on Twitch without streaming all day?”
01/10/2023 Duration: 04minIn this episode, we tackle a question about monetizing a love for gaming and Twitch streaming without making it a full-time gig. Can you get paid for streaming and still have a life? 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 Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.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.
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#2464 - Q&A: “What’s the best way to monetize a small news site?”
30/09/2023 Duration: 04minAn independent journalist in New Mexico seeks to revitalize the local news, starting with his own independent website—but needs help with monetization. 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 Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.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.
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#2463 - Failure Friday: Halloween Festival Gets Rained Out
29/09/2023 Duration: 06minIn this week’s Failure Friday segment, we hear from a grade-school teacher who moonlights as the host of a fall festival. The big downpour that arrived on the big day turned out to be the least of her problems. 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 Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.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.
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#2462 - TBT: Parking Lot Striper Lines Up Repeat Business
28/09/2023 Duration: 06minIn this week’s “Throwback Thursday / Where are they now?” segment, we hear from a parking lot striper who’s built a seasonal, recurring business keeping parking lines looking spiffy. For less than five hours a week on average, he earns an extra $2,500/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 on the show: SideHustleSchool.com/questionsConnect on Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.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.
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#2461 - Q&A: “I’m a Parisian architect building 3D models…”
27/09/2023 Duration: 05minWith over a decade of experience, this European architect is planning to venture into the realm of 3D visualization. How can he stack the building blocks in his favor?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 Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.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.
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#2460 - Q&A: “A course to help parents learn sign language…”
26/09/2023 Duration: 05minA listener wants to teach American Sign Language (ASL) to parents of newborns. How could she create the best possible online course? 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 Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.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.
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#2459 - First $1,000: Camping YouTuber Earns Affiliate Income
25/09/2023 Duration: 05minIn this week’s First $1,000 segment, we hear from a frequent camper who begins making YouTube videos to show off gear and tips. This turns into a regular income stream as viewers make purchases.Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.Show notes: SideHustleSchool.comEmail: team@sidehustleschool.comBe on the show: SideHustleSchool.com/questionsConnect on Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.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.
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#2458 - Q&A: “Is it better to sell low or high-priced courses?”
24/09/2023 Duration: 05minIt’s not a trick question: sometimes a low-priced course is much better than a high-priced 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 notes: SideHustleSchool.comEmail: team@sidehustleschool.comBe on the show: SideHustleSchool.com/questionsConnect on Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.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.
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#2457 - Q&A: “Using DNA results to create family history books…”
23/09/2023 Duration: 05minWe all know that DNA testing is a big business. This caller wants to use customer-submitted results to create custom family history books.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 Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.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.
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#2456 - Failure Friday: “We didn’t realize every order was free…”
22/09/2023 Duration: 06minIn this week’s Failure Friday segment, we hear from a restaurant owner who activates a DoorDash account to bring in more business. Unfortunately, he ends up giving away $1,500 in orders for free.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 Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.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.
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#2455 - TBT: Print-on-Demand Seller Earns $30,000 in Passive Income
21/09/2023 Duration: 06minIn this week’s “Throwback Thursday / Where are they now?” segment, we hear from a print-on-demand seller who uses JungleScout and other tools to find competitive and profitable items. 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 Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.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.
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#2454 - Q&A: “Are book tours profitable for authors?”
20/09/2023 Duration: 05minA Nashville novelist is coming to my book tour event—and she wants to know if these tours make any money! Let’s spill the beans.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 Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.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.
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#2453 - Q&A: “Will people buy my antique map reproductions?”
19/09/2023 Duration: 05minAfter finding a “treasure trove of antique maps” left to her by a traveling grandfather, this geographer is thinking of selling the reproductions as part of a subscription.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 Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.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.
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#2452 - First $1,000: Mocktail Tours Support Sober-Curious Visitors
18/09/2023 Duration: 05minIn this week’s First $1,000 segment, we hear from a Washington, DC tour guide who specializes in mocktail-making and sober-curious visits. You don’t need to drink (alcohol) to have a good 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: team@sidehustleschool.comBe on the show: SideHustleSchool.com/questionsConnect on Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.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.
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#2451 - Q&A: “Can I start a GoFundMe for my business??”
17/09/2023 Duration: 04minGoFundMe is used for personal fundraisers of all kinds—but could you use it to raise money for your business 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: SideHustleSchool.comEmail: team@sidehustleschool.comBe on the show: SideHustleSchool.com/questionsConnect on Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.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.
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#2450 - Q&A: “Can I sell a ‘vintage vinyl’ subscription?”
16/09/2023 Duration: 05minA caller dreams of sending melodies from the past into homes with a monthly subscription box. 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 Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.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.
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#2449 - Failure Friday: Chicago Coffee Roaster Grinds to Halt
15/09/2023 Duration: 05minIn this week’s Failure Friday segment, we hear from a Chicago coffee roaster who has to cash in his caffeinated side hustle. Was this a pour-over decision? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.Show notes: SideHustleSchool.comEmail: team@sidehustleschool.comBe on the show: SideHustleSchool.com/questionsConnect on Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.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.
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#2448 - TBT: Turning LinkedIn Connections into Fashion Collections
14/09/2023 Duration: 05minIn this week’s “Throwback Thursday / Where are they now?” segment, we hear from a freelance clothing designer who hunts down new clients on LinkedIn. Let’s go behind the seams!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 Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.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.
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#2447 - Q&A: “Selling NFL subscriptions at 50% off…”
13/09/2023 Duration: 05minYou won’t believe the loophole this caller has found—but is it legal or ethical?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 Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.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.
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#2446 - Q&A: “Why will readers care about my food blog?”
12/09/2023 Duration: 06minIf a food blog falls in the forest, does anyone read it? Let’s see if we can help this ambitious baker best position herself for blogging success.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 Twitter: @chrisguillebeauConnect on Instagram: @193countriesVisit Chris's main site: ChrisGuillebeau.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.