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
Oct 25, 2023 • 5min
#2489 - Q&A: “Tax advice for new freelancers…”
Learn tax advice for freelancers, including separating finances and setting aside money for taxes, to avoid problems during tax season.
Oct 24, 2023 • 5min
#2488 - Q&A: “My sister stole my side hustle!”
"When family and business mix, things can get complicated quickly." In this podcast, the host addresses the challenges of family conflicts when personal and business lives intersect. The focus is on the story of Brenda from Georgia, who is experiencing tension with her sister after she copied her online vintage clothes business. The podcast explores the challenges of balancing family and business, offering advice on open communication, finding unique selling propositions, and staying motivated despite setbacks.
Oct 23, 2023 • 7min
#2487 - First $1,000: Comedy Podcast Editor Creates Recurring Income
A freelance podcast editor specializing in comedy shows shares how he turned his knack for comedic timing into a money-making side hustle. Topics include pricing strategies, building efficient systems, and the significance of making your first sale in a side hustle.
Oct 22, 2023 • 6min
#2486 - Q&A: “I haven’t sent an invoice in two years…”
Learn about the importance of having an invoicing system for your side hustle and how to overcome psychological barriers. Get practical advice on creating and implementing an invoicing system, including choosing a tool, communicating with clients, and debunking misconceptions about invoicing.
Oct 21, 2023 • 8min
#2485 - Q&A: “I feel defeated by the Instagram algorithm…”
Discover actionable hacks to beat Instagram's algorithm and cope with low engagement. Get insights on the emotional toll of the algorithm and learn tips to navigate it. Understand the importance of engagement metrics and find balance while adapting to Instagram's algorithm.
Oct 20, 2023 • 6min
#2484 - Failure Friday: The Autumn Sweater Stockpile Saga
A cautionary tale of a retailer who invested heavily in holiday sweaters but faced disappointing sales. Lessons on market research, diversification, and cashflow management are highlighted, ending with the retailer's determination to bounce back. The speaker shares a personal experience of an inventory implosion, emphasizing the lessons learned about resilience, planning, and emotional approach to business.
Oct 19, 2023 • 6min
#2483 - TBT: Sustainability Consultant Finds Side Hustle at Day Job
A sustainability consultant finds her first client from an unexpected source: her employer. She shares her experience of identifying wasteful practices at her workplace, pitching a sustainability initiative, and expanding her consulting services to other businesses. Helpful tips for aspiring sustainability consultants are also provided.
Oct 18, 2023 • 6min
#2482 - Q&A: “Is there a market for cool driftwood art?”
An artist turns local driftwood into unique art pieces and explores the potential market for selling them online, targeting a smaller audience through platforms like Etsy and a portfolio website.
Oct 17, 2023 • 5min
#2481 - Q&A: “I’m seeing slow growth after three months of side hustling…”
A Boston-area listener started a consulting service, but it’s not taking off in the way she hoped. How should she 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 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.
Oct 16, 2023 • 6min
#2480 - First $1,000: “Virtual Study Buddy” Offers Motivational Tutoring
In this week’s First $1,000 segment, we hear from an educational psychologist who combined traditional tutoring with motivational coaching. Learn how targeted pricing, grassroots marketing, and client retention helped her offer a unique serviceSide 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.
