
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

5 snips
May 15, 2024 • 5min
#2692 - Q&A: “How can I start my hustle while working full-time?”
Learn how a Chicago-based graphic designer starts her side hustle while working full-time, exploring challenges, pricing strategies, and client acquisition. Get practical insights on managing dual responsibilities effectively.

May 14, 2024 • 5min
#2691 - Q&A: “Using Pinterest to build my wedding photography biz…”
Learn how a Charleston-based wedding photographer uses Pinterest to attract more clients and book more gigs, with tips on creating high-converting pins, strategic board organization, driving traffic to the website, and sustainable side hustle expansion.

May 13, 2024 • 7min
#2690 - First $1,000: Ancestral Detective Uncovers Hidden Heritages
A genealogical detective turned entrepreneur shares their journey of uncovering hidden family histories and turning a passion into a successful business. From helping clients connect with their roots to the emotional fulfillment of revealing overlooked women's stories, this episode highlights the power of side hustles in achieving economic autonomy.

May 12, 2024 • 5min
#2689 - Q&A: “Guerrilla marketing for bicycles…”
In this podcast, they discuss guerrilla marketing tactics for a bike repair side hustle, emphasizing creativity and innovation. The episode explores unique strategies for promoting services in a bike-centric area, like Colorado, through community events and engagement activities.

May 11, 2024 • 6min
#2688 - Q&A: “How can I launch my Australian snack box?”
Learn how an Australian side hustler overcomes budget constraints to launch an international snack box. Discover strategies for using paid ads to grow the business, including crafting compelling messages and successful ad campaigns on platforms like Pinterest and Amazon.

May 10, 2024 • 8min
#2687 - Failure Friday: Debugging a Modern Business Idea
Exploring the challenges faced by a tech tutorial business owner due to the rise of AI tools like Microsoft's co-pilot, leading to a shift in the necessity of their services. Eric's journey of adjusting his business in response to the disruptive impact of AI, focusing on human connections and shared learning experiences

May 9, 2024 • 6min
#2686 - TBT: Wordsmith Officiant Elevates Wedding Rituals
Explore how a part-time wedding officiant elevates ceremonies through personalized storytelling, creating unique experiences for couples. Learn about their journey from coaching to custom ceremony writing, balancing entrepreneurship with a full-time job, and their upcoming book project.

May 8, 2024 • 5min
#2685 - Q&A: “How do I specialize as a marketing consultant?”
The podcast discusses strategies for specializing as a marketing consultant, emphasizing niche definition, service creation, and client attraction. It highlights a case study on Isabella's marketing consulting journey, stressing the importance of specializing and implementing impactful marketing tactics. The chapter also offers guidance on growing a marketing consulting business by defining a niche, developing unique services, and attracting ideal clients.

May 7, 2024 • 6min
#2684 - Q&A: “I’m a stay-at-home mom and need income fast…”
Empowering stay-at-home parents with low-cost side hustle ideas like virtual assistance and pet sitting, transitioning to higher value offerings. Tips for stay-at-home moms looking to earn extra income during nap times and after bedtime.

May 6, 2024 • 5min
#2683 - First $1,000: Ex-Spy Shares Surveillance Survival Secrets Online
Ex-spy turned successful business owner shares surveillance survival secrets and journey of creating an online course on personal security. Learn about his transition from covert operations to educating others on personal security in a surveillance-driven world.