Side Hustle School - podcast cover

Side Hustle School

Chris Guillebeau / Onward Projectsidehustleschool.com

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/  

Episodes

#2627 - First $1,000: The College Greek Life Alumni Mentorship Network

In this week’s First $1,000 segment, we delve into the story of a college grad who creates a mentorship platform, connecting fraternity and sorority members with alumni for career guidance. 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: [email protected] Be on ...

Mar 11, 20246 minEp. 2627

#2626 - Q&A: “Should my online course be live or on demand?”

In this episode, we explore the pros and cons of live versus on-demand online courses, including some specific resources for course creation. Tune in to learn how to perfectly blend your teaching style with your audience's needs for the best learning experience. 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....

Mar 10, 20246 minEp. 2626

#2625 - Q&A: “How can I 3x my subscription service?”

In this episode, we explore the journey from steady growth to rapid expansion for a caller’s cozy home goods subscription service. Discover the secrets of growth hacking and learn how to *triple* your subscriber base with creativity and data-driven decisions. 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. Sh...

Mar 09, 20245 minEp. 2625

#2624 - Failure Friday: Organic Cosmetics Line Breaks Down

In this week’s Failure Friday segment, a venture into organic cosmetics faces unexpected challenges, highlighting the importance of product testing in natural beauty products. 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: [email protected] Be on the show: Side...

Mar 08, 20245 minEp. 2624

#2623 - TBT: New England Soapmaker Makes Clean Start

In this week’s “Throwback Thursday / Where are they now?” segment, we revisit the story of a New England soapmaker who turned a small, artisanal craft into a thriving 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 notes: SideHustleSchool.com Email: [email protected] Be on the show: Sid...

Mar 07, 20246 minEp. 2623

#2622 - Q&A: “Should I make an ebook, online course, or something else?”

In today's episode, we guide a listener through the decision between creating an ebook or an online course for expanding their digital presence. Tune in to learn how to match your content with your unique strengths and audience needs. 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: SideHustleSchoo...

Mar 06, 20245 minEp. 2622

#2621 - Q&A: “How to maintain momentum for daily projects?”

In this episode, we tackle the challenge of keeping daily creative projects fresh and engaging. Learn how to reinvigorate your routine with themes, collaborations, and audience interaction—all of which can increase interest and attention. 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: SideHustleS...

Mar 05, 20245 minEp. 2621

#2620 - First $1,000: AI-Powered TikTok Accounts Earn Passive Income

In this week’s First $1,000 segment, we hear from a tech-savvy TikTok user, who creates multiple, AI-powered accounts to promote affiliate products. Very impressive! 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: [email protected] Be on the show: SideHustleScho...

Mar 04, 20246 minEp. 2620

#2619 - Q&A: “How can I find sponsors for my podcast and YouTube channel?”

In this episode, we delve into the art of attracting sponsors for your podcast and YouTube channel. Discover how to identify potential sponsors, craft a compelling pitch, and build lasting partnerships that align with your brand and engage your audience. 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 no...

Mar 03, 20245 minEp. 2619

#2618 - Q&A: “Should I use the ProfitFirst model?”

In this episode, we delve into whether the Profit First model (from our friend Mike Michalowicz) is a viable financial strategy for a freelance graphic designer. 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: [email protected] Be on the show: SideHustleSchool.c...

Mar 02, 20245 minEp. 2618

#2617 - Failure Friday: The Great Salt Lake Brewery Blunder

In this week’s Failure Friday segment, a plan to start a brewery brand dissolves before launch, due to mismatched commitment levels and challenging state alcohol regulations. 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: [email protected] Be on the show: SideH...

Mar 01, 20245 minEp. 2617

#2616 - TBT: Fiver Voice Actor Breaks Into Gaming Industry

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a voice actor who uses Fiver to build his portfolio before trying his hand at the booming video game industry. 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: [email protected] Be on...

Feb 29, 20246 minEp. 2616

#2615 - Q&A: “Can I franchise my side hustle?”

A listener from Georgia wants to franchise her culinary tours. In this episode, we dive into the essential steps for transforming a local side hustle into a nationwide franchise. 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: [email protected] Be on the show: S...

Feb 28, 20245 minEp. 2615

#2614 - “Balancing ads and membership models…”

A caller with a wellness blog wants to get paid two ways: both from advertising AND a membership model. Can she do this without alienating her longtime followers? 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: [email protected] Be on the show: SideHustleSchool....

Feb 27, 20245 minEp. 2614

#2613 - First $1,000: Real Estate Adviser Gets Real

In this week’s First $1,000 segment, we hear from a former real estate agent who now operates an educational platform to advise potential investors. 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: [email protected] Be on the show: SideHustleSchool.com/questions ...

Feb 26, 20245 minEp. 2613

#2612 - Q&A: “How can I give a TED talk?”

In this episode, discover how to turn your passion into a powerful message for the TED stage. Get the next steps for crafting a compelling talk, applying to TEDx events, and enhancing presentation skills—all crucial for anyone aspiring to share an idea with the world. 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...

Feb 25, 20245 minEp. 2612

#2611 - Q&A: “How long do you stick with a losing project?”

Join us as we help a caller with her online store dilemma. Should she keep pushing her line of fashion badges, patches, and stickers, or is it time to consider something new? 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: [email protected] Be on the show: SideH...

Feb 24, 20245 minEp. 2611

#2610 - Failure Friday: “I abandoned a growing email list…”

In this week’s Failure Friday segment, we hear from an online retailer who started a promising email list but faltered in maintaining it. Consistency matters! 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: [email protected] Be on the show: SideHustleSchool.com/...

Feb 23, 20246 minEp. 2610

#2609 - TBT: Social Media Agency Connects Brands with Creators

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of a social media agency who works as a matchmaker between online creators and brands who pay for coverage. 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: [email protected]...

Feb 22, 20247 minEp. 2609

#2608 - Q&A: “Why has YouTube outlasted so many platforms?”

Today's episode delves into the reasons behind YouTube's enduring success. Learn crucial lessons for content creators and digital marketers on building a lasting presence on the one platform that’s outlived many others. 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: te...

Feb 21, 20245 minEp. 2608

#2607 - Q&A: “Best audio recording setup on a budget?”

In today's episode, we're helping a listener set up his ideal podcast studio—on a shoestring budget. It’s not that hard! 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: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Instagram: @193co...

Feb 20, 20245 minEp. 2607

#2606 - First $1,000: “Shoryuken!” Retro Arcade Cabinets Game On

In this week’s First $1,000 segment, we delve into the story of a craftsman who turns a passion for retro gaming into a profitable business by designing and building custom arcade cabinets. Who’s got next on Street Fighter 2?? 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 Em...

Feb 19, 20246 minEp. 2606

#2605 - Q&A: “I lost a great job opportunity…”

In today’s episode, we're helping a listener turn a career setback into a side hustle opportunity. If you’ve ever lost out on a good job, tune in for some practical encouragement. 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: [email protected] Be on the show: ...

Feb 18, 20245 minEp. 2605

#2604 - Q&A: “Should I hire a speaking coach?”

In today's episode, we'll explore whether hiring a speaking coach is a worthwhile investment for this small business owner. And what if YOU would like to try public speaking for money? 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: [email protected] Be on the s...

Feb 17, 20244 minEp. 2604

#2603 - Failure Friday: Lots of Followers, but Few Buyers

In this week’s Failure Friday segment, we explore how an influencer’s large Instagram following failed to boost her home decor sales, highlighting the gap between social media popularity and real-world purchasing behavior. 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:...

Feb 16, 20247 minEp. 2603

#2602 - TBT: 3D Printing Service Keeps Crankin’ Out Products

In this week’s 'Throwback Thursday' segment, we revisit the story of a 3D printing design service. Along the way, the owner has adapted to new technologies and reached more customers. 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: [email protected] Be on the sh...

Feb 15, 20247 minEp. 2602

#2601 - Q&A: “My subscribers aren’t getting my email newsletter…”

In today’s episode, we're tackling the challenge of email deliverability. This is a real problem for many creators with email lists! People have signed up, but can’t receive your messages. Can anything be done? 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@sidehu...

Feb 14, 20246 minEp. 2601

#2600 - Q&A: “How can I earn MY first $1,000?”

In this episode, we're brainstorming to help a listener turn her graphic design and baking skills into a profitable side hustle. After listening to the “First $1,000” series, she’s wondering how she can find her own recipe for success. 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: SideHustleScho...

Feb 13, 20246 minEp. 2600

#2599 - First $1,000: Career Coaching for Veterans

In this week’s First $1,000 segment, we hear from a career coach dedicated to helping veterans transition into civilian careers. After completing his own military service, he now helps others making the leap. 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@sidehust...

Feb 12, 20246 minEp. 2599

#2598 - Q&A: “How much can you earn for each YouTube video?”

In today's episode, we'll hear from a caller planning a YouTube channel on outdoor adventures. He wants to understand the potential earnings: how do views, engagement, and ad types influence how much you can earn per video? 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...

Feb 11, 20246 minEp. 2598