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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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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…
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#block-bd19f6af h2 { width: 401px; } What It’s About This podcast is ready to grow! Notes from Chris Episode 2619 Welcome to another episode of Side Hustle School. Today, we’re responding to a question from Jackson, a dedicated listener preparing to enter the world of content creation with a podcast and a YouTube channel. He’s looking for ways to m…
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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 …
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#block-a59333c3 h2 { width: 401px; } What It’s About Let’s check out the Profit First approach to freelance! Notes from Chris Episode 2618 In today’s episode of Side Hustle School, we’re joined by Theo from Corpus Christi, Texas. He’s been navigating the world of freelance graphic design with great passion, but like many creatives, finds the financ…
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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 les…
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#block-fac6d12c h2 { width: 401px; } What It’s About This brewery idea ended up going flat. Notes from Chris Episode 2617 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 about mistakes, misstep…
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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 fr…
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#block-daf9456f h2 { width: 401px; } What It’s About Happy Leap Year! Let’s hear from a gaming voice actor. Notes from Chris Episode 2616 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 the owner of a social me…
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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 …
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#block-9de1038f h2 { width: 401px; } What It’s About You know about franchising … but can you franchise a side hustle? Notes from Chris Episode 2615 Welcome to Side Hustle School! Today’s episode features Aisha from Savannah, Georgia, who’s stirring up success with her local culinary tours. As her side hustle garners interest beyond her city, she’s…
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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 include…
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#block-ddd9b389 h2 { width: 401px; } What It’s About Can you have a blog with ads AND sell memberships? Notes from Chris Episode 2614 Hello and welcome to another episode of Side Hustle School! Today we have Hannah from Missoula, Montana, who has successfully grown her wellness blog over the past year. Her blog currently relies on ad revenue, but s…
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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 le…
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#block-1d825c28 h2 { width: 401px; } What It’s About This real estate adviser earns regular commissions. Notes from Chris Episode 2613 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—…
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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 list…
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#block-057471eb h2 { width: 401px; } What It’s About Is there a secret backchannel into the world of TED? Yes—and it happens almost every weekend. Notes from Chris Episode 2612 Today on Side Hustle School, we’re joined by Anthony, a dedicated environmental conservationist with a passion for urban gardening. For over ten years, he’s been developing …
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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 stud…
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#block-410aa2fb h2 { width: 401px; } What It’s About When’s the right time to move on? Notes from Chris Episode 2611 Today on Side Hustle School, we’re talking with Nina from Fresno, California. She’s spent the last year pouring her energy into an online store that sells fashion badges, patches, and stickers. Despite her dedication to marketing and…
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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 fr…
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#block-93d11c70 h2 { width: 401px; } What It’s About This small business owner just stopped paying attention. It happens! Notes from Chris Episode 2610 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 stori…
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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 lesson…
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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 yea…
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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 quitti…
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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 w…
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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…
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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 includ…
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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 i…
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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 qui…
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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 in…
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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 …
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