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Side Hustle School

Chris Guillebeau / Onward Project

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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.
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Indie Film Hustle is dedicated to showing you how to hack filmmaking & the film business. Interviews with Acadamy Award® / Oscar nominees and industry professionals giving you the real deal from the inside with no BS, just the truth on what it takes to survive and thrive doing what you love. We discuss cinematography, RED Camera, Arri Alexa, Blackmagic camera, post production, color grading, filmmaking, visual effects, motion graphics, film festivals, editing, film crews, directing, producin ...
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#block-f6eb9be2 h2 { width: 401px; } What It’s About An oversight leads this designer to panic—before recovering. Notes from Chris Episode 2722 I believe we can learn as much from failure as we can from success, if not more. It’s with this principle in mind that I offer you a weekly segment called Failure Friday: a collection of short stories all a…
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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 …
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#block-ff7dad89 h2 { width: 401px; } What It’s About This Audible affiliate gets crafty. Notes from Chris Episode 2721 Welcome to Throwback Thursday / “Where are they now?” where we take an in-depth look at someone who’s story has evolved considerably since we first featured them. Last week, we met a savvy Audible affiliate who cracked the code on …
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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…
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#block-991bc99a h2 { width: 401px; } What It’s About This makeup artist is ready to go from solo work to serving a larger audience. Notes from Chris Episode 2720 Hey there! Today, we’ve got Lila, a professional makeup artist from New York City, ready to share her expertise with aspiring artists through tutorials and workshops. Lila’s passion for te…
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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, t…
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#block-5e420d81 h2 { width: 401px; } What It’s About Let’s help this bookkeeper get better clients. Notes from Chris Episode 2719 Today, we’re talking with Lena, a contract bookkeeper from Seattle who’s looking to level up her productivity and income. Juggling multiple projects and deadlines can be overwhelming, but with the right tools and strateg…
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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 ye…
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#block-25e46bfa h2 { width: 401px; } What It’s About xx. Notes from Chris Episode 2718 Today’s episode is part of a feature we call ‘Your First $1,000.’ As you might surmise from the title, this is all about how someone made their first $1,000. How did they get to that point? Not their first $100,000—that’s cool, but it would probably be a long sto…
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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 …
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#block-b5fd8f2b h2 { width: 401px; } What It’s About The challenges of a local business—especially when you move. Notes from Chris Episode 2717 Relocating can be a challenge for any side hustle, but it also presents an opportunity to explore new markets and diversify your income streams. In this episode, we’ll explore effective ways for Emily to ma…
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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 s…
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#block-db8866e5 h2 { width: 401px; } What It’s About This reseller needs a pair of extra hands! Notes from Chris Episode 2716 Today, we’ve got a question from Bart, a seasoned reseller from Minneapolis who’s ready to take their business to the next level by hiring an assistant. With a couple of years of experience under their belt, Bart is looking …
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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 ear…
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#block-b76b3795 h2 { width: 401px; } What It’s About Tick, tock… this watch restorer should have had an important conversation sooner. Notes from Chris Episode 2715 I believe we can learn as much from failure as we can from success, if not more. It’s with this principle in mind that I offer you a weekly segment called Failure Friday: a collection o…
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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 …
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#block-2b57584b h2 { width: 401px; } What It’s About This Audible affiliate gets crafty. Notes from Chris Episode 2714 Welcome to Throwback Thursday / “Where are they now?” where we take an in-depth look at someone who’s story has evolved considerably since we first featured them. Last week, we heard from a side hustler who discovered the power of …
  continue reading
 
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…
  continue reading
 
#block-1e322418 h2 { width: 401px; } What It’s About This freelancer needs help getting paid. Notes from Chris Episode 2713 As freelancers, setting clear boundaries and protecting ourselves from problematic clients is essential for maintaining a professional and profitable business. In this episode, we’ll explore communication strategies and contra…
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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 sh…
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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 w…
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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 cas…
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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 witho…
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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…
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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 quit…
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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 listene…
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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 …
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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 stu…
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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…
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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…
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