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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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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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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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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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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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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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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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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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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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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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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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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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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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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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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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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
 
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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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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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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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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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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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
 
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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