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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 Failure Friday segment, we hear from an ecommerce seller who sets up an AI-powered chatbot to provide customer service. But the chatbot has other 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 guid…
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#block-e39746b5 h2 { width: 401px; } What It’s About He’s an exterminator, of sorts. Notes from Chris Episode 2658 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 statistician turned fantasy sports strategist…
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In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an ethical hacker who carved out a niche in cybersecurity by safeguarding small businesses. Today, we're updating you on his pivot to earning through bug bounties. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn ex…
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#block-51d8d16f h2 { width: 401px; } What It’s About Let’s help this math teacher add some numbers to her bank account. Notes from Chris Episode 2657 In this episode, we embark on an inspirational journey with Clara, a high school math teacher from Austin, Texas, who’s mastered the art of making math both engaging and accessible. Her innovative tut…
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An educator hopes to go from classroom to digital success, turning her popular math tutorials into something more accessible for a global 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 liste…
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#block-580f7b4a h2 { width: 401px; } What It’s About Believe it or not, NFTs are still around! Notes from Chris Episode 2656 Are NFTs still a thing? Can you still make money from them? Did you lose money on them? In this episode of Side Hustle School, we’re journeying into the vibrant world of digital art with a twist. Amir from San Francisco, know…
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In today’s episode, unlock the secrets of turning digital landscapes into coveted NFTs. Wait, are NFTs still a thing?? 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 wee…
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#block-f5637334 h2 { width: 401px; } What It’s About Let’s get ready for…. MUSHROOMS. 🍄 🍄 🍄 Notes from Chris Episode 2655 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, …
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In this week’s First $1,000 segment, we hear from a California mushroom cultivator who turns a passion for fungi into a thriving business, supplying gourmet and medicinal mushrooms to the local community. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. T…
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#block-80423a74 h2 { width: 401px; } What It’s About 80% of results come from 20% of efforts. How can we apply this to side hustling? Notes from Chris Episode 2654 Hassan from London is balancing a part-time blogging and app development side hustle. Intrigued by the potential of the 80/20 rule, also known as the Pareto Principle, he seeks to harnes…
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In today's discussion, we unlock the potential of the 80/20 rule for side hustlers. Learn how to identify and focus on high-impact activities to elevate your biz to new heights. 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…
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#block-a2ac5076 h2 { width: 401px; } What It’s About Where should this side hustler set up shop? Notes from Chris Episode 2653 Gabriella from Miami has a unique opportunity to turn her passion for vintage fashion into a profitable venture. With an eclectic collection ready to find new homes, choosing the right platform to sell these treasures is cr…
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Discover the best platforms for selling vintage fashion online, from Etsy's unique finds to Poshmark's dedicated fashionistas. Learn where your collection will shine and how to profit from your old wardrobe. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job…
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#block-2e321b7d h2 { width: 401px; } What It’s About When you set ads on social platforms, pay attention to spending limits! Notes from Chris Episode 2652 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 st…
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In this week’s Failure Friday segment, we hear from a seller of kitchenware who decides to experiment with online ads. Unfortunately, an error leads to her spending her entire budget for a month in a single day! 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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#block-ca91ef49 h2 { width: 401px; } What It’s About It’s like sports, but you do it from your couch. Notes from Chris Episode 2651 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 student loan advisor who tra…
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In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a statistician turned fantasy sports strategist, who leverages his knack for numbers to launch an analytics 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 yea…
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#block-fd5f54ad h2 { width: 401px; } What It’s About This travel hopes to monetize her travel knowledge. Notes from Chris Episode 2650 Launching an online course on such a vibrant and empowering topic as female solo travel is an exciting venture. With the digital landscape bustling with various marketing channels and strategies, it’s crucial to cut…
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In today’s episode, we navigate the marketing journey for an online course on female solo travel. What is MOST important or essential? 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 sever…
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#block-205b505d h2 { width: 401px; } What It’s About Is this side hustle ready to hand off order fulfillment? Notes from Chris Episode 2649 Raj from Toronto faces a pivotal moment many e-commerce entrepreneurs encounter as their business scales: the transition from self-managed order fulfillment to partnering with a fulfillment service. This shift …
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In today's episode, we explore the strategic shift from self-managed order fulfillment to outsourcing for e-commerce businesses. Learn when to make the move and what to look for in a fulfillment partner. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. Th…
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In this week’s First $1,000 segment (not a joke, even though it’s April 1), we hear from a photographer specializing in creatively staged portraits of newborns. As a recent WSJ article highlighted, these photo shoots aren’t cheap! Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money wit…
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Today's episode dives into whether creators should cross-post or tailor their content for each social media platform. Is there a way to reach more people without doing a ton of additional work? 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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Join us today as we guide an aspiring Fulfilled by Amazon seller through the maze of product selection. Learn to harness the power of market research, sourcing strategies, and differentiation to find products that yield high profit margins on Amazon. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who …
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This week on Failure Friday, we tune into a venture of online guitar lessons. This post-pandemic digital adaptation missed its mark with beginners, and then faced a tough lesson on the irreplaceable value of in-person instruction. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money wit…
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In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a student loan advisor who transformed a personal challenge into a thriving consultancy. 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 gui…
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Discover how to turn your life story into an impactful product offering. Learn to craft courses, services, and community challenges that not only share “your journey” but also empower and transform others. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. …
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In today’s episode, we dive into the world of social media strategy for fashion brands and side hustles. Discover how to effectively organize and schedule your content across multiple platforms using a variety of tools, from Google Calendar and Trello to Hootsuite and Canva. Side Hustle School features a new episode EVERY DAY, featuring detailed ca…
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In this week’s First $1,000 segment, we hear from a savvy video editor who turns Instagram Reels into a lucrative career, showcasing the art of engaging short-form 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…
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In today's episode, we tackle the challenge of monetizing a blog through paywalled content. Learn how to balance free and paid content on your site, ensuring you continue to grow your audience while providing clear value to paying subscribers. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn ex…
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