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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Q&A: “What does it take to make the New York Times bestseller list?”
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#block-1e55640b 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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#block-b0c912c3 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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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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#block-3d562b8e 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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#block-9d1210a4 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-bc0bcf2b 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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#block-79e4dba4 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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#block-b8a2ac2f 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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#block-ade2e996 h2 { width: 401px; } What It’s About If you have a teenager, what are some good side hustle ideas they could try? Notes from Chris Episode 2863 Today’s question comes from Laura in Raleigh, North Carolina. She’s a mom of two kids, aged 12 and 15, who are eager to start their own businesses. If you have teens or pre-teens interested …
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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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#block-fa74918a h2 { width: 401px; } What It’s About It was going so well, until it wasn’t. Notes from Chris Episode 2862 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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#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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TBT: An Architect’s Side Hustle in 3D Real Estate Modeling
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#block-e102f10c h2 { width: 401px; } What It’s About Use the same skill to get paid in more than one way—just like this smart architect did. Notes from Chris Episode 2861 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 he…
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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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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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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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#2852 - Q&A: “Tips for building a fitness brand on TikTok…”
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In this episode, we explore how to create and market niche workout videos on TikTok. Learn strategies for engaging content, optimizing for the algorithm, and growing your following in a competitive space. 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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#2851 - First $1,000: Forager Uncovers Truffles for High-End Restaurants
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In this week’s First $1,000 segment, we hear from a Connecticut forager who hunts down expensive truffles and herbal delicacies for high-end restaurants in the area. 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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