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

#2723 - Q&A: “Can I go from yoga teacher to mindfulness coach?”

In this episode, we hear from a Bay Area yoga teacher who wants to expand into the world of mindfulness coaching. 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 Connect on Instagram: @193countries...

Jun 15, 2024•5 min•Ep 2723•Transcript available on Metacast

#2722 - Failure Friday: A Graphic Designer's Brush with Copyright Catastrophe

In this week's Failure Friday, we hear from a graphic designer who found herself in hot water after using copyrighted images in a client's project. This brush with legal trouble taught her a valuable lesson about the importance of due diligence. 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: Side...

Jun 14, 2024•6 min•Ep 2722•Transcript available on Metacast

#2721 - TBT: Digital Assets Empire Thrives Amidst Disruption

In this week’s “Throwback Thursday” segment, we meet a savvy schoolteacher who's discovered a lucrative side hustle in reselling returned goods on Amazon and other online platforms. Learn how he navigates bulk auctions, inventory management, and product selection to turn a profit and supplement his teaching 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 guide...

Jun 13, 2024•7 min•Ep 2721•Transcript available on Metacast

#2720 - Q&A: “I’m a professional makeup artist…”

In this episode, we help a professional makeup artist turn her expertise into a thriving teaching side hustle. Learn how to structure classes, choose valuable topics, and market your workshops! 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...

Jun 12, 2024•5 min•Ep 2720•Transcript available on Metacast

#2719 - Q&A: “Stuck in low-paying gigs…”

In this episode, we help a contract bookkeeper boost her productivity and income. Discover essential tools and techniques for managing your workload, prioritizing tasks, and landing high-value 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: SideHustleSchool.com Email: team@sidehustleschool.c...

Jun 11, 2024•5 min•Ep 2719•Transcript available on Metacast

#2718 - First $1,000: Birdwatching App Flocks to Success

In this week's First $1,000 segment, we hear from a tech-savvy side hustler who combined their love for coding and birdwatching to create a unique mobile app. Learn how they monetized their passion project through ads and premium features. 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: SideHustle...

Jun 10, 2024•6 min•Ep 2718•Transcript available on Metacast

#2717 - Q&A: “I changed cities and lost my local clients…”

In this episode, we help a math tutor rebuild her client base in a new city and explore ways to grow her side hustle beyond local clients. 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 Connect on...

Jun 09, 2024•5 min•Ep 2717•Transcript available on Metacast

#2716 - Q&A: “How can I hire my first assistant?”

In this episode, we help a reseller from Minneapolis navigate the process of hiring their first assistant. Learn how to find the right candidate, onboard them effectively, and handle the legal and financial aspects of expanding a side hustle team. 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: Si...

Jun 08, 2024•6 min•Ep 2716•Transcript available on Metacast

#2715 - Failure Friday: Vintage Watch Restorer Learns Timely Lesson

In this week's Failure Friday, a passionate vintage watch restorer shares a cautionary tale about the importance of clear communication after a misunderstanding with a client nearly costs him his sterling reputation. 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@...

Jun 07, 2024•8 min•Ep 2715•Transcript available on Metacast

#2714 - TBT: Bookworm Cashes in on Audible Affiliate Book Reviews

Jun 06, 2024•5 min•Ep 2714•Transcript available on Metacast

#2713 - Q&A: “My clients aren’t paying my invoices on time…”

In this episode, we help a freelance writer tackle a challenging client situation. Learn how to set clear boundaries, ensure timely payments, and protect yourself from problematic clients. 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 t...

Jun 05, 2024•6 min•Ep 2713•Transcript available on Metacast

#2712 - Q&A: “My plan to build and sell chatbots…”

In this episode, we help a computer science student launch a chatbot creation side hustle. The world is wild these days! 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 Connect on Instagram: @193co...

Jun 04, 2024•5 min•Ep 2712•Transcript available on Metacast

#2711 - First $1,000: Accountant Balances Books for Freelancers

In this week's First $1,000 segment, we hear from an accountant who discovered a unique side hustle: providing tailored financial planning services to freelancers. Discover how she built a thriving business by helping others navigate the complex world of freelance finances. 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...

Jun 03, 2024•5 min•Ep 2711•Transcript available on Metacast

#2710 - Q&A: “A brand wants to pay me for a sponsored post!”

In this episode, we help a college student and aspiring influencer navigate her first brand partnership on Instagram. How can she negotiate rates and build successful relationships with brands while staying true to her 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 notes: SideHustleSchool.com ...

Jun 02, 2024•5 min•Ep 2710•Transcript available on Metacast

#2709 - Q&A: “How does a side hustling astronomer get paid?”

In this episode, we guide an amateur astronomer in launching a stargazing experience side hustle. Learn the legal requirements, marketing strategies, and tips for sharing your passion for the cosmos with 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: team@sideh...

Jun 01, 2024•5 min•Ep 2709•Transcript available on Metacast

#2708 - Failure Friday: Fashion Forward Idea Goes Solo

In this week’s Failure Friday segment, we hear from a woman who dreams of starting a fashion blog with a close friend, only to lose nearly six months to indecisiveness. Lesson: don’t wait on your friends to get motivated! 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: ...

May 31, 2024•6 min•Ep 2708•Transcript available on Metacast

#2707 - TBT: Dropping Into Ergonomic Ecommerce Success

In this week's "Throwback Thursday" segment, we catch up with a side hustler who discovered the power of drop-shipping ergonomic office 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: team@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Con...

May 30, 2024•6 min•Ep 2707•Transcript available on Metacast

#2706 - Q&A: “How do travel bloggers get paid?”

In this episode, we help a passionate traveler turn his blog into a profitable side hustle. Discover the most effective ways to monetize travel content and stand out in a crowded field. 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 ...

May 29, 2024•5 min•Ep 2706•Transcript available on Metacast

#2705 - Q&A: “How can I compete against AI content??”

In this episode, we help a freelance writer from Vancouver, Canada, find ways to stand out in a changing industry. Tune in to learn how to differentiate yourself as a human writer, showcase your unique value, and adapt your writing in the world of AI-generated content. 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 eac...

May 28, 2024•6 min•Ep 2705•Transcript available on Metacast

#2704 - First $1,000: TikTok's Makeup Maestro Conjures Viral Tutorials

In this week’s First $1,000 segment, we hear from a makeup artist who conjured up a spellbinding side hustle by sharing their SFX secrets with a captivated TikTok 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 notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHus...

May 27, 2024•6 min•Ep 2704•Transcript available on Metacast

#2703 - Q&A: “How can I find gigs as a video editor?”

In this episode, we help a video editing enthusiast from Atlanta “press play” and turn his passion into profit. 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 Connect on Instagram: @193countries V...

May 26, 2024•6 min•Ep 2703•Transcript available on Metacast

#2702 - Q&A: “Best way for a student to serve local small businesses…?”

In this episode, we help out an aspiring social media manager. What are the best strategies for pricing your services, creating irresistible packages, and landing your first clients? 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 sho...

May 25, 2024•5 min•Ep 2702•Transcript available on Metacast

#2701 - Failure Friday: The Mobile App Marketplace Misfire

In this week’s Failure Friday segment, we hear about an idea for a mobile app marketplace aimed at earning through App Store referrals. Just one problem: it’s very difficult to actually earn referral fees! 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@sidehustles...

May 24, 2024•6 min•Ep 2701•Transcript available on Metacast

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

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 notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/qu...

May 23, 2024•6 min•Ep 2700•Transcript available on Metacast

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

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 each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHu...

May 22, 2024•5 min•Ep 2699•Transcript available on Metacast

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

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 days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: Side...

May 21, 2024•6 min•Ep 2698•Transcript available on Metacast

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

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 notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.com/q...

May 20, 2024•6 min•Ep 2697•Transcript available on Metacast

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

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 show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustl...

May 19, 2024•5 min•Ep 2696•Transcript available on Metacast

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

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 several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: ...

May 18, 2024•6 min•Ep 2695•Transcript available on Metacast

#2694 - Failure Friday: Tech Dream to Prototype Dilemma

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 includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchoo...

May 17, 2024•6 min•Ep 2694•Transcript available on Metacast