Chris Guillebeau

Side Hustle School

Business EN ↓ 3650 episodi

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. Hosted on Acast. See acast.com/privacy for more information.

Visita il sito del podcast e sostieni chi lo crea: sidehustleschool.com

Autore

Chris Guillebeau

Categoria

Business

Sito del podcast

sidehustleschool.com

Ultimo episodio

2 nov 2026

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Episodi

#2871 - Q&A: “How to use storytelling to market a side hustle?” 10.11.2024

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 several days each week. Show notes: SideHustleSch...

#2870 - Q&A: “What does it take to make the New York Times bestseller list?” 09.11.2024

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 show includes free guided lessons and listener Q&amp...

#2869 - Failure Friday: The Virtual Workout Fitness Flop 08.11.2024

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 includes free guided lessons and listener Q&A...

#2868 - TBT: Electrical Engineer Installs Smart Home Tech 07.11.2024

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 guided lessons and listener Q&A several days e...

#2867 - Q&A: “Setting boundaries with clients … I need help!” 06.11.2024

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 earn extra money without quitting their job. This...

#2866 - Q&A: "How can I use A/B testing to improve my website conversion rate?" 05.11.2024

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 listener Q&A several days each week. Show notes: Side...

#2865 - First $1,000: From Spreadsheets to Secret Shopping 04.11.2024

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 free guided lessons and listener Q&A several days...

#2864 - Q&A: “How to assess market demand for your side hustle?” 03.11.2024

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 several days each week. Show notes: SideHustleSc...

#2863 - Q&A: “What are some good business ideas for teens?” 02.11.2024

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. This year, the show includes free guided lessons a...

#2862 - Failure Friday: Stock Photo Platform Lowers Commissions 01.11.2024

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 without quitting their job. This year, the show incl...

#2861 - TBT: An Architect’s Side Hustle in 3D Real Estate Modeling 31.10.2024

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 job. This year, the show includes free guided lesso...

#2860 - Q&A: “Launching a silent disco service!” 30.10.2024

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, the show includes free guided lessons and listener Q...

#2859 - Q&A: “How do I find my ‘zone of genius’ for a side hustle?” 29.10.2024

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 each week. Show notes: SideHustleSchool.com E...

#2858 - First $1,000: Mastering the Art of Product Launches 28.10.2024

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 extra money without quitting their job. This year, th...

#2857 - Q&A: “How do I price my first workshop??” 27.10.2024

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 show includes free guided lessons and listener Q&...

#2856 - Q&A: “What pitfalls should you avoid when monetizing a passion?” 26.10.2024

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 free guided lessons and listener Q&A several day...

#2855 - Failure Friday: Translation Mishap Derails Import Business 25.10.2024

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 lessons and listener Q&A several days each week....

#2854 - TBT: Acupressure Mats Are a Big Seller on Amazon! 24.10.2024

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 includes free guided lessons and listener Q&A...

#2853 - Q&A: “How to create and sell custom Shopify themes?” 23.10.2024

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 week. Show notes: SideHustleSchool.com Email:...

#2852 - Q&A: “Tips for building a fitness brand on TikTok…” 22.10.2024

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. This year, the show includes free guided lessons an...

#2851 - First $1,000: Forager Uncovers Truffles for High-End Restaurants 21.10.2024

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 lessons and listener Q&A several days each we...

#2850 - Q&A: “How to monetize a podcast without traditional sponsorships?” 20.10.2024

In this episode, we explore how to launch a podcast without relying on traditional sponsorships. A new podcaster has a topic that most advertisers won’t want to touch—so what can he do? 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...

#2849 - Q&A: “Best way to launch a book in 2025?” 19.10.2024

In this episode, we discuss the best strategies for launching a book in 2025. From building your platform to using a multi-phase launch plan, learn how to prepare for 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 show includes free guided lessons and listener Q&A several da...

#2848 - Failure Friday: Why My “Alt MBA” Program Flopped 18.10.2024

In this week’s “Failure Friday” segment, we hear from a college teacher who attempted to start an online “Alt MBA” program but faced unexpected challenges. Discover what went wrong and what we can learn from the experience. 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...

#2847 - TBT: Mixing Drinks and Making Money in Aspen 17.10.2024

In this week’s “Throwback Thursday” segment, we hear from a bartender who moved from Michigan to Aspen, Colorado, to take advantage of the lucrative opportunities in the high-end resort town.  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...

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