Side Hustle School

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Episodes

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Side Hustle School

Chris Guillebeau / Onward Project•sidehustleschool.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

#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, 2024•7 min•Ep 2603•Transcript available on Metacast

#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: team@sidehustleschool.com Be on the sh...

Feb 15, 2024•7 min•Ep 2602•Transcript available on Metacast

#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, 2024•6 min•Ep 2601•Transcript available on Metacast

#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, 2024•6 min•Ep 2600•Transcript available on Metacast

#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, 2024•6 min•Ep 2599•Transcript available on Metacast

#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, 2024•6 min•Ep 2598•Transcript available on Metacast

#2597 - Q&A: “How can I start putting ads in my newsletter?”

In today's episode, we'll hear from a caller with a newsletter on sustainable living. How do you introduce ads without compromising the integrity of your content or the trust of your readers? 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@sidehustleschool.com Be o...

Feb 10, 2024•6 min•Ep 2597•Transcript available on Metacast

#2596 - Failure Friday: “I got banned on LinkedIn!”

In this week’s Failure Friday segment, we hear the story of a LinkedIn coach whose aggressive marketing tactics backfired, leading to a ban from the platform and a crucial lesson. 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@sidehustleschool.com Be on the show: ...

Feb 09, 2024•7 min•Ep 2596•Transcript available on Metacast

#2595 - TBT: Virtual Assistant for Nomadic Employees

In this week’s 'Throwback Thursday' segment, we follow the entrepreneurial path of a virtual personal assistant who carved out a niche between DIY nomad-ing and comprehensive services like Remote Year, offering tailored assistance to digital nomads. 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: ...

Feb 08, 2024•6 min•Ep 2595•Transcript available on Metacast

#2594 - Q&A: “Musical instruments from recycled materials…”

Our caller today wants to create and sell unique, hand-crafted musical instruments made from recycled materials. Just one catch: they’ll be made in his hometown of Mumbai, India, and he needs to export them for sale. 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@...

Feb 07, 2024•5 min•Ep 2594•Transcript available on Metacast

#2593 - Q&A: “How do you start with no audience?”

It’s the ultimate chicken-or-egg problem: how can you grow a business with no existing audience? Fortunately, there’s an answer—or actually, *several* answers. Let’s help this listener get going! 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@sidehustleschool.com ...

Feb 06, 2024•4 min•Ep 2593•Transcript available on Metacast

#2592 - First $1,000: Stock Market Blog Sees High Returns

In this week’s First $1,000 segment, we tune into the experiences of a financial enthusiast who launched a stock market analysis blog and vlog, emphasizing the importance of responsible investing and treating the stock market as a hobby rather than a get-rich-quick scheme. 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...

Feb 05, 2024•5 min•Ep 2592•Transcript available on Metacast

#2591 - Q&A: “Avoiding scams on Facebook Marketplace…”

Facing scams on Facebook Marketplace? That’s what one potential seller has noticed, and they’re worried. Tune in for practical tips on ensuring secure and scam-free dealings on one of the most popular online selling platforms. 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 04, 2024•5 min•Ep 2591•Transcript available on Metacast

#2590 - Q&A: “Help! My podcast download numbers dropped.”

Apple made some big changes last year that have caused some podcasters to worry. If you have a podcast—or even if you’re just podcast-curious—how can you best respond? 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@sidehustleschool.com Be on the show: SideHustleSc...

Feb 03, 2024•6 min•Ep 2590•Transcript available on Metacast

#2589 - Failure Friday: Corporate Board Game Idea Fizzles Out

In this week’s Failure Friday segment, we hear from a corporate trainer who tries to create custom board games for company retreats. Unfortunately, the idea proves to be a tough sell. 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@sidehustleschool.com Be on the sh...

Feb 02, 2024•7 min•Ep 2589•Transcript available on Metacast

#2588 - TBT: Freelance Grant Writer Expands Offerings

In this week’s 'Throwback Thursday' segment, we revisit the journey of a freelance grant writer who stands out in the complex world of grant proposals. Since we last heard from her, she’s expanded her services and is making an impact in the non-profit sector. 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...

Feb 01, 2024•6 min•Ep 2588•Transcript available on Metacast

#2587 - Q&A: “How to focus my Mental Health project this year?”

In today's episode, we're diving into the growing field of health and wellness, focusing on mental health. What are some innovative business ideas for this caller? 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@sidehustleschool.com Be on the show: SideHustleSchool...

Jan 31, 2024•4 min•Ep 2587•Transcript available on Metacast

#2586 - Q&A: “Should I make a tour guide app?”

Today's caller wants to make an app that connects travelers with local guides in unique, off-the-beaten-path destinations. What’s her next step? 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@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Conn...

Jan 30, 2024•5 min•Ep 2586•Transcript available on Metacast

#2585 - First $1,000: The Outdoor Survivalist Coach for Women

In this week’s First $1,000 segment, we enter the adventurous world of an Outdoor women’s survivalist coach, exploring how she built a business empowering women with essential skills and confidence. 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@sidehustleschool.c...

Jan 29, 2024•5 min•Ep 2585•Transcript available on Metacast

#2584 - Q&A: “How to support your local community AND make a profit?”

In today's episode, we're exploring how to build a side hustle that benefits both your wallet and your community. Tune in for at least 5 ideas! 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@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Conne...

Jan 28, 2024•5 min•Ep 2584•Transcript available on Metacast

#2583 - Q&A: “The risks of reselling concert tickets…”

Thinking about a concert ticket reselling side hustle? Today’s episode answers a listener's question on the risks of getting stuck with unsold tickets. 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@sidehustleschool.com Be on the show: SideHustleSchool.com/questio...

Jan 27, 2024•5 min•Ep 2583•Transcript available on Metacast

#2582 - Failure Friday: The Fitness App Fumble

In this week’s Failure Friday segment, we step into the world of a personal trainer turned app developer. Among other things, he learns that technology can't always replicate the energy of physical fitness classes. 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@si...

Jan 26, 2024•6 min•Ep 2582•Transcript available on Metacast

#2581 - TBT: Recipe Blogger Posts “Dumb” Articles for Google

In this week’s 'Throwback Thursday' segment, we revisit the flavorful journey of a recipe blogger who combined culinary passion with digital marketing acumen. Also: why is every online recipe post so incredibly long? 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@...

Jan 25, 2024•7 min•Ep 2581•Transcript available on Metacast

#2580 - Q&A: “What are the best side hustles for recurring revenue?”

Seeking side hustles for sustainable, recurring income with minimal daily upkeep? Today’s episode is packed with ideas from digital products to subscription models. 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@sidehustleschool.com Be on the show: SideHustleSchoo...

Jan 24, 2024•6 min•Ep 2580•Transcript available on Metacast

#2579 - Q&A: “How to hustle when the world is hard?”

A freelance graphic designer, is struggling to keep his side hustle going amid global upheavals. What strategies can help you maintain momentum even when it feels like the world is falling apart? 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@sidehustleschool.com ...

Jan 23, 2024•5 min•Ep 2579•Transcript available on Metacast

#2578 - First $1,000: Vintage Camera Seller Captures Captive Market

In this week’s First $1,000 segment, we hear from a side hustler who combined a passion for photography with a knack for restoration, creating a thriving business in vintage camera 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 several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on th...

Jan 22, 2024•6 min•Ep 2578•Transcript available on Metacast

#2577 - Q&A: “How can my business connect with Gen Z?”

In today’s episode, we explore the art of engaging with Gen Z. Learn how to connect authentically with the younger generation without losing your unique voice. 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@sidehustleschool.com Be on the show: SideHustleSchool.com...

Jan 21, 2024•6 min•Ep 2577•Transcript available on Metacast

#2576 - Q&A: “How’s it going with Substack??”

Today's episode gets personal as I share an update on my first three weeks with Substack. I’ll always give it to you straight! Tune in to hear what I’ve learned so far. 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@sidehustleschool.com Be on the show: SideHustleS...

Jan 20, 2024•6 min•Ep 2576•Transcript available on Metacast

#2575 - Failure Friday: Historic Ambitions, Modern Missteps

In this week’s Failure Friday segment, we explore a couple's ambitious journey to transform a historic house into a boutique hotel—only to face the harsh realities of renovation costs and a loss of earnest money. How did they get back on their feet? 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: ...

Jan 19, 2024•7 min•Ep 2575•Transcript available on Metacast

#2574 - TBT: Chef to Elite Athletes Preps for Championships

In this week’s 'Throwback Thursday' segment, we catch up with a private chef who specializes in nutrition for elite athletes. Since we last heard from them, their business has expanded, adapting to new culinary trends and the evolving needs of top-tier sports professionals. 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 day...

Jan 18, 2024•6 min•Ep 2574•Transcript available on Metacast