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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Start out on the Right Foot! Real Estate Side Hustle Skool: https://www.skool.com/realsidehustle/about Real Estate Side Hustle Skool is a comprehensive training program designed to equip active duty military, veterans, and their spouses - and anyone else - with the knowledge and skills needed to succeed in the real estate industry. The program offers two distinct pathways: the Passive Agent Pathway, which focuses on generating income through real estate referrals, and the Active Agent Pathwa ...
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#2873 - Q&A: “Tips for creating and monetizing ASMR content...”
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In this episode, we explore how to start an ASMR content creation side hustle. (And if you don’t know what ASMR is, you’ll learn that too!) 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 …
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Q&A: “How to use storytelling to market a side hustle?”
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#block-a0a856bb h2 { width: 401px; } What It’s About You’ve heard of storytelling …. what’s the best way to use it in marketing? Notes from Chris Episode 2871 Today’s question comes from Ella in Boulder, Colorado. She’s started a side hustle and wants to use storytelling as a marketing tool to differentiate her business from others. If you’re looki…
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#2872 - First $1,000: Nurse Earns Income Prepping for Disaster
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In this week’s “First $1K” segment, we hear from a nurse who turned her expertise in health and safety into a side gig as a disaster preparedness consultant, helping individuals and businesses prep for emergencies. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting th…
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#2871 - Q&A: “How to use storytelling to market a side hustle?”
7:21
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In this episode, we explore ways to use storytelling to market your side hustle or small business, and make it stand out with 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 includes free guided lessons and listener Q&A sev…
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Q&A: “What does it take to make the New York Times bestseller list?”
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#block-ce0a9cda h2 { width: 401px; } What It’s About A new author asks an important question about bestseller status. Notes from Chris Episode 2870 In a recent episode, we talked about strategies for launching a book in 2025. Today’s question is a follow-up from Taylor in Seattle. She’s wondering how many copies he needs to sell to hit the New York…
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#2870 - Q&A: “What does it take to make the New York Times bestseller list?”
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In this episode, we reveal the magic number of copies you need to sell in one week to make the New York Times bestseller list. A caller from last month returns with an important follow-up! 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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Failure Friday: The Virtual Workout Fitness Flop
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#block-4e352d5b h2 { width: 401px; } What It’s About Working out on Zoom has its drawbacks. Notes from Chris Episode 2869 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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#2869 - Failure Friday: The Virtual Workout Fitness Flop
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In this week’s Failure Friday segment, we follow a fitness coach's journey into the world of virtual workouts, where their DIY approach to social media marketing leads to disappointment. 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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TBT: Electrical Engineer Installs Smart Home Tech
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#block-ebb21b21 h2 { width: 401px; } What It’s About Smart home systems need a smart person to help with setup! Notes from Chris Episode 2868 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 an architect who tur…
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#2868 - TBT: Electrical Engineer Installs Smart Home Tech
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In this week’s “Throwback Thursday” segment, we hear from an electrical engineer who turned his technical expertise into a thriving side gig installing smart home systems. 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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Q&A: “Setting boundaries with clients … I need help!”
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#block-f18e37d6 h2 { width: 401px; } What It’s About Boundaries sound like a good idea—but how do you set and enforce them? Notes from Chris Episode 2867 Today’s question comes from Stephanie in Orlando, Florida. She’s balancing a side hustle with her main job and finding it challenging to set boundaries with clients who expect her to be available …
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#2867 - Q&A: “Setting boundaries with clients … I need help!”
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In this episode, we discuss strategies for setting boundaries with clients when your side hustle isn’t your main job. Learn how to communicate effectively, manage expectations, and maintain a healthy balance between your side hustle and full-time job. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who…
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Q&A: “How can I use A/B testing to improve my website conversion rate?”
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#block-11a6639b h2 { width: 401px; } What It’s About Press 1 for headline 1, press 2 for… Notes from Chris Episode 2866 Today’s question comes from Tom in Boise. He’s running a website for his side hustle and wants to use A/B testing to improve his conversion rate. If you’ve ever wondered how to optimize your website for better performance, this ep…
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#2866 - Q&A: "How can I use A/B testing to improve my website conversion rate?"
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In this episode, we explore how to use A/B testing to boost your website conversion rate. Sometimes the simplest changes make a huge improvement! 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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First $1,000: From Spreadsheets to Secret Shopping
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#block-81779dd7 h2 { width: 401px; } What It’s About An accountant discovers the art of the mystery shop. Notes from Chris Episode 2865 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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#2865 - First $1,000: From Spreadsheets to Secret Shopping
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In this week’s “First $1K” segment, we hear from an accountant who turned her attention to detail and data collection skills into a side gig as a mystery shopping evaluator. 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 fre…
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Q&A: “How to assess market demand for your side hustle?”
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#block-2f1d64b2 h2 { width: 401px; } What It’s About Where does “market demand” actually come from? Notes from Chris Episode 2864 Today’s question comes from Josh in Milwaukee, Wisconsin. He’s got a side hustle idea but isn’t sure if there’s enough market demand to make it viable. If you’re in the early stages of developing your side hustle and wan…
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#2864 - Q&A: “How to assess market demand for your side hustle?”
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In this episode, we discuss how to assess the market demand for your side hustle idea. Can you know in advance if your idea will succeed? 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 se…
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#2863 - Q&A: “What are some good business ideas for teens?”
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In this episode, we explore business ideas for teens and pre-teens, from pet sitting to digital services. Learn how to guide your kids in starting and managing their own ventures without overwhelming them. 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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#2862 - Failure Friday: Stock Photo Platform Lowers Commissions
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In this week’s Failure Friday segment, we meet a landscape photographer whose thriving side hustle on Shutterstock comes crashing down after a sudden policy change: a classic case of “don’t put all your stock photos in one basket.” Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money wi…
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#2861 - TBT: An Architect’s Side Hustle in 3D Real Estate Modeling
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In this week’s “Throwback Thursday” segment, we hear from an architect who turned his skills in 3D modeling and rendering into a successful side hustle, helping real estate agents bring their listings to life. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their j…
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#2860 - Q&A: “Launching a silent disco service!”
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In this episode, we discuss how to start a silent disco service for events and corporate clients. What are the essential equipment requirements, logistics, and ways to find your first 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, th…
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#2859 - Q&A: “How do I find my ‘zone of genius’ for a side hustle?”
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In this episode, we explore how to identify your unique skills or ‘zones of genius’ and turn them into profitable side hustles. 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…
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#2858 - First $1,000: Mastering the Art of Product Launches
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In this week’s First $1,000 segment, we follow a side hustler’s journey from marketing enthusiast to launch specialist. He shares how he built a new marketing agency helping entrepreneurs and authors make a splash with their product releases. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn ext…
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#2857 - Q&A: “How do I price my first workshop??”
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In this episode, we explore how to price your first workshop. Learn tips for calculating costs, researching the market, and finding the right pricing strategy to make your workshop a success. 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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#2856 - Q&A: “What pitfalls should you avoid when monetizing a passion?”
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In this episode, we discuss the common pitfalls to avoid when turning a passion into an income-generating side hustle. First up: not everything you enjoy should be monetized. 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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#2855 - Failure Friday: Translation Mishap Derails Import Business
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In this week’s “Failure Friday” segment, we hear from an entrepreneur who ran into a major issue with a Japanese translation while running an importing 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 includes free guided les…
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#2854 - TBT: Acupressure Mats Are a Big Seller on Amazon!
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In this Throwback Thursday story, we revisit the story of an Amazon FBA seller who navigated the ups and downs of product selection. One surprisingly popular category: acupressure mats! 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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#2853 - Q&A: “How to create and sell custom Shopify themes?”
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In this episode, we explore how to create and sell custom Shopify themes for e-commerce businesses. This is a big market! 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 …
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