

Side Hustle School
Chris Guillebeau / Onward Project
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/
Sales and Distribution by Lemonada Media https://lemonadamedia.com/
Episodes
Mentioned books

Oct 30, 2023 • 5min
#2494 - First $1,000: Tarot and TikTok Become Winning Combo
A tarot card reader shares how she made her first $1,000 by leveraging TikTok and smart pricing strategies. She discusses her successful online business, attracting clients, managing appointments, and building a community around her services.

Oct 29, 2023 • 4min
#2493 - Q&A: “My sponsored posts have low engagement…”
A British blogger discusses the challenge of low engagement on sponsored posts. The podcast explores strategies to maintain audience engagement while monetizing content. It emphasizes the importance of authenticity and advises not to worry about occasional low engagement.

Oct 28, 2023 • 5min
#2492 - Q&A: “Will my online course cannibalize my freelancing biz?”
Discover the potential of diversifying your income with online courses as a freelancer. Explore the balance between freelancing and online courses, and learn how they can coexist. Get insights on target markets, segmentation, and effective client communication strategies.

Oct 27, 2023 • 6min
#2491 - FF: Gourmet Chef Gets Lost in the Sauce
A Philly chef with a failed gourmet food truck in a crowded food scene turns his focus to consulting for other food entrepreneurs. He talks about his upcoming pop-up dining experience in Fishtown and the challenges of the food business, while expressing belief in the future and admiration for those who persevere.

Oct 26, 2023 • 6min
#2490 - TBT: Ghostwriter Shifts from Happily Ever After to Whodunnit
A ghostwriter shares her journey of transitioning from writing romance novels to true crime, finding unexpected success and fulfillment in a new genre. The importance of being flexible and ready to pivot in your hustle is highlighted, along with insights on writing fiction and the true crime genre.

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.


