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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#2740 - Q&A: "What's the easiest way to build a landing page?”
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In this episode, we explore the best and easiest ways to build a website or landing page for your side hustle. Don’t get bogged down in technical complexities! 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 lesso…
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#2739 - First $1k: Braille Translator Dots the Way to Success
8:09
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In this week's First $1,000 segment, we meet a linguist who combines their love for language and passion for accessibility to start a side hustle translating written content into Braille. 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 sho…
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#2738 - Q&A: “How many digital products should I sell?”
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In this episode, we help a side hustler navigate the decision-making process for structuring her digital information product offerings. We'll explore the pros and cons of selling one, three, or five products. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their jo…
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#2737 - Q&A: “I’m getting too many chargebacks!”
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In this episode, we tackle the common challenge of chargebacks in e-commerce side hustles. We'll explore practical strategies to help you prevent and minimize chargebacks, protect your business from fraudulent activity, and keep more of your money in your pocket. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies o…
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#2736 - Failure Friday: The SEO Consultant's Outsourcing Oversight
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In this week's Failure Friday, we explore the story of an SEO consultant who learned the hard way the dangers of outsourcing to unvetted agencies. 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 listen…
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#2735 - TBT: Teacher Earns Extra Credit from Returned Items
7:38
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In this week’s “Throwback Thursday” segment, we meet a savvy schoolteacher who discovers a lucrative side hustle in reselling returned goods on Amazon. 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 …
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#2734 - Q&A: “What should I *do* with my email list?”
6:33
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In this episode, we dive into the world of email marketing and explore best practices for engaging with your subscribers and converting them into loyal customers. Once you have an email list set up—what do you actually do with it? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money wit…
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#2733 - Q&A: “Six months in, and I need more life / work balance...”
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In this episode, we tackle the challenges of avoiding burnout while growing a side hustle. Discover techniques for staying motivated, managing stress, and maintaining alignment—as much as possible! 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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#2732 - First $1,000: Kitchen Tools Affiliate Blog Whips Up Profits
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In this week's First $1,000 segment, we hear from a home chef who combines their love for cooking and writing to create a successful affiliate blog featuring high-end kitchen tools. 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 incl…
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#2731 - Q&A: “How can I accept credit card payments?”
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In this episode, we walk you through the step-by-step process of setting up a Stripe account to accept credit cards, and how to integrate it seamlessly with a new online 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 includ…
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#2730 - Q&A: “Can I profit from prediction markets for the 2024 election?”
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In this episode, we dive into the dynamic world of prediction markets, focusing on what’s changed in the past two years. Can you profit from betting on political outcomes in the lead-up to the 2024 election? 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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#2729 - Failure Friday: Influencer's Partner Deal Becomes Bitter Pill to Swallow
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In this week's Failure Friday, we explore the consequences of an influencer's hasty decision to promote a line of supplements without proper research. Don’t try this at home! 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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#2728 - TBT: Streamlining Skincare Line Smooths Out Wrinkles
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In this week’s “Throwback Thursday” segment, we hear from a skincare seller who makes a game-changing decision that took her business from struggling to thriving. The secret? Streamlining! 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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#2727 - Q&A: “My boss hates the idea of me side hustling…”
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Can you balance a side hustle with a demanding full-time job—especially one where your boss isn’t thrilled with after-hours work? Let’s see what we can do to best advise this listener. 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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#2726 - Q&A: “I need to jump-start my Audible commissions!”
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In this episode, we help an aspiring Audible affiliate turn their passion for audiobooks into more referrals. 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 n…
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#2725 - First $1,000: Luxury Travel Planner Specializes in Four Seasons Resorts
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In this week's First $1,000 segment, we hear from a luxury travel planner who carved out a niche specializing in crafting bespoke getaways centered around Four Seasons hotels and resorts. 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 sho…
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#2724 - Q&A: “I need more passive income in my life…”
7:52
7:52
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In this episode, we help a web developer create more passive income streams. How can he move beyond trading time 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 includes free guided lessons and listener Q&A several days eac…
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#2723 - Q&A: “Can I go from yoga teacher to mindfulness coach?”
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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. Sh…
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#2722 - Failure Friday: A Graphic Designer's Brush with Copyright Catastrophe
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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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#2721 - TBT: Digital Assets Empire Thrives Amidst Disruption
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8:35
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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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#2720 - Q&A: “I’m a professional makeup artist…”
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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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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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#2718 - First $1,000: Birdwatching App Flocks to Success
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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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#2717 - Q&A: “I changed cities and lost my local clients…”
7:20
7:20
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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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#2716 - Q&A: “How can I hire my first assistant?”
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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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