Chris Guillebeau

Side Hustle School

Business EN ↓ 3654 episodi

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. Hosted on Acast. See acast.com/privacy for more information.

Visita il sito del podcast e sostieni chi lo crea: sidehustleschool.com

Autore

Chris Guillebeau

Categoria

Business

Sito del podcast

sidehustleschool.com

Ultimo episodio

6 nov 2026

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Episodi

#2700 - TBT: Fetching Sales and Profit from Fulfillment by Amazon 23.05.2024

In this week's "Throwback Thursday" segment, we catch up with a clever canine entrepreneur who turned a passion for pets into a thriving ecommerce business. 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...

#2699 - Q&A: “How can I provide Continuing Education services?” 22.05.2024

In this episode, we help a retired teacher from Tampa, Florida, navigate the world of continuing education and identify the most promising opportunities for her side hustle. 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...

#2698 - Q&A: “I lead tours in Scotland … but I want to expand.” 21.05.2024

In today's episode, an Edinburgh tour guide wants to transform intimate, in-person experiences into captivating digital journeys—or anything else that provides passive income. 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 da...

#2697 - First $1,000: Instagram Growth Guru Boosts Local Businesses 20.05.2024

In this week’s First $1,000 segment, we hear from an Instagram aficionado who turned their skills into a profitable business helping local businesses thrive. 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...

#2696 - Q&A: “How can I develop a game for the App Store?” 19.05.2024

In this episode, we help a self-taught programmer from Manchester, UK, turn her coding skills into a video game for the iOS App Store. Tune in to learn how to validate a game idea, create engaging gameplay, and market your app to stand out. 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...

#2695 - Q&A: “Can I grow my Poshmark side hustle?” 18.05.2024

In this episode, we share game-changing strategies to grow a Poshmark side hustle. Learn how to source smarter, spot trending items, and expand your reach to skyrocket your sales. 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 severa...

#2694 - Failure Friday: Tech Dream to Prototype Dilemma 17.05.2024

In this week’s Failure Friday segment, we hear from a longtime hustler who dives into the competitive world of wearable tech with a custom fitness tracker idea, only to face the tough reality of product development and market demands. 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 i...

#2693 - TBT: Cookie Baker Goes from Farmers' Market to Grocery Store 16.05.2024

In this week’s “Throwback Thursday / Where are they now?” segment, we catch up with a home baker who went from selling cookies at local farmers' markets to landing a nationwide distribution deal with a major grocery chain. 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...

#2692 - Q&A: “How can I start my hustle while working full-time?” 15.05.2024

In this episode, we help a Chicago-based graphic designer kick off her side hustle while working full-time. Tune in for actionable insights and at least one practical tip. :)  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 da...

#2691 - Q&A: “Using Pinterest to build my wedding photography biz…” 14.05.2024

In this episode, we share tips and tactics to help a Charleston-based wedding photographer use Pinterest to attract more clients and book more gigs.   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:...

#2690 - First $1,000: Ancestral Detective Uncovers Hidden Heritages 13.05.2024

In this week’s First $1,000 segment, we hear from a genealogical detective who pieced together a successful business by unraveling the mysteries of family histories. 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 we...

#2689 - Q&A: “Guerrilla marketing for bicycles…” 12.05.2024

In this episode, we help a Colorado-based entrepreneur come up with guerrilla marketing tactics to launch a bike repair side hustle.  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...

#2688 - Q&A: “How can I launch my Australian snack box?” 11.05.2024

In this episode, we help an Aussie side hustler launch an international snack box subscription on a tight budget. 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.com Email: team@sid...

#2687 - Failure Friday: Debugging a Modern Business Idea 10.05.2024

In this week’s Failure Friday segment, we hear from a side hustler who built his business on personalized tech tutorials and code reviews, only to find his services rendered obsolete by the rise of AI, particularly Microsoft's CoPilot. 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...

#2686 - TBT: Wordsmith Officiant Elevates Wedding Rituals 09.05.2024

In this week’s “Throwback Thursday / Where are they now?” segment, we reconnect with a part-time wedding officiant who has found success by focusing on personalizing ceremonies and crafting memorable stories. 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 lesson...

#2685 - Q&A: “How do I specialize as a marketing consultant?” 08.05.2024

In this episode, we help a marketing consultant define her niche, create a compelling service offering, and attract clients to grow her side hustle. 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: S...

#2684 - Q&A: “I’m a stay-at-home mom and need income fast…” 07.05.2024

In this episode, we explore flexible, low-cost side hustle ideas perfect for a stay-at-home mom looking to earn extra income during nap times and after bedtime. 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. S...

#2683 - First $1,000: Ex-Spy Shares Surveillance Survival Secrets Online 06.05.2024

From clandestine operations to cyber education, this week's First $1,000 segment features an ex-spy who turned a unique skillset into a thriving business on staying safe in a world of surveillance. 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 liste...

#2682 - Q&A: “How to reach gaming influencers in Tokyo?” 05.05.2024

In today's episode, we're investigating Tokyo's gaming scene, specifically how to boost a caller’s custom avatar designs with influencer marketing. How can he find the right people to help him grow? 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 list...

#2681 - Q&A: “Serving seniors in Florida with specific needs…” 04.05.2024

In this episode, we explore side hustle ideas tailored to serving the unique needs of seniors, and share tips on how to market these services effectively to the growing senior population. 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&...

#2680 - Failure Friday: The Co-Working Conundrum 03.05.2024

In this week’s Failure Friday segment, we hear from a freelancer who sought community and collaboration in a coworking space, only to find isolation and unmet expectations. Her story reveals the gap between the promise of coworking spaces and the reality of solitary office rental. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money wi...

#2679 - TBT: Organizer Ditches Digital to Declutter Local Homes 02.05.2024

In this week’s “Throwback Thursday / Where are they now?” segment, we check in with a Boston-based personal organizer who pivoted from online media to focus on transforming homes and lives in her local community. 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 le...

#2678 - “How can virtual assistants find high-paying gigs?” 01.05.2024

In this episode, we share strategies to help a virtual assistant level up their side hustle, attract high-paying clients, and command premium rates. 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: S...

#2677 - Q&A: “I want to scale my digital illustration business…” 30.04.2024

In today's episode, we step into the studio of a digital illustrator turning passion into profession. Discover how unique art meets strategic marketing to create a flourishing online business. 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...

#2676 - First $1,000: Temu Wholesaler Sells 800 Toothbrushes 29.04.2024

In this week’s First $1,000 segment, we hear from a creative reseller who purchases bulk items on Temu, then resells them (also in bulk!) to local businesses. 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. Sho...

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