
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 will hear a different story of someone who's started a side hustle—along 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.
Sales and Distribution by Lemonada Media https://lemonadamedia.com/
Latest episodes

Jun 20, 2023 • 5min
#2362 - Q&A: “Pickleball tournament for fun and profit…”
Let’s play pickleball—and maybe even get paid for it! A listener from Santa Monica hopes to monetize his passion for the fastest-growing sport.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. 😎 🙏🏼 To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoicesSee omnystudio.com/listener for privacy information.

Jun 19, 2023 • 5min
#2361 - First $1,000: London Plant Stylist Blossoms, Blooms
In this week’s First $1,000 segment, we hear from an indoor plant stylist offering at-home consultations in London. Get ready to get leafy! 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. 😎 🙏🏼 To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoicesSee omnystudio.com/listener for privacy information.

Jun 18, 2023 • 5min
#2360 - Q&A: “Daily Painting for a Year…”
A watercolor artist from New Mexico hopes to monetize her project of painting every day for 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 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. 😎 🙏🏼 To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoicesSee omnystudio.com/listener for privacy information.

Jun 17, 2023 • 4min
#2359 - Q&A: “Using LinkedIn to grow a voiceover biz…”
A listener seeks advice on how to optimize her LinkedIn profile to showcase her voiceover work to prospective 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: 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. 😎 🙏🏼 To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoicesSee omnystudio.com/listener for privacy information.

Jun 16, 2023 • 6min
#2358 - Failure Friday: Professional Line-Stander Sits Down
In this week’s Failure Friday segment, we hear from a man with an idea to become a professional line-stander, waiting in line for concert tickets, new iPhones, and anything else that people wanted to pay him for. Unfortunately, this business idea fails to attract a crowd.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. 😎 🙏🏼 To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoicesSee omnystudio.com/listener for privacy information.

Jun 15, 2023 • 6min
#2357 - TBT: Thyme Flies for These Scentsational Essential Oils
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of Ebony’s Essential Oils. She’s built her side biz to more than $2,000/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.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. 😎 🙏🏼 To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoicesSee omnystudio.com/listener for privacy information.

Jun 14, 2023 • 5min
#2356 - Q&A: “How should I handle freelance contracts?”
A freelance writer is using Chat-GPT to help draft his articles. So far, so good—but he needs help with figuring out client contracts.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. 😎 🙏🏼 To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoicesSee omnystudio.com/listener for privacy information.

Jun 13, 2023 • 5min
#2355 - Q&A: “I'm a seamstress with an interest in historical fashion…”
A Chicago seamstress, passionate about historical fashion, wants to create and rent out period costumes. Topics discussed include financial security's impact on employees' productivity, customizing benefits and retirement plans, vintage sewing patterns, replicating historical garments, and targeted marketing strategies for finding clients in the costume rental business.

Jun 12, 2023 • 5min
#2354 - First $1,000: Personal Paparazzo Welcomes Los Angeles Visitors
In this week’s First $1,000 segment, we hear from a “personal paparazzo” who does photo shoots for locals and visitors to the greater Los Angeles area. 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. 😎 🙏🏼 To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoicesSee omnystudio.com/listener for privacy information.

Jun 11, 2023 • 5min
#2353 - Q&A: “Social ads for event planning…”
A Boston side hustler is considering using social media ads as her marketing strategy. But like many first-time advertisers, she's unsure about how much to spend, where to start, and how to design her ads for maximum impact. 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. 😎 🙏🏼 To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoicesSee omnystudio.com/listener for privacy information.