Chris Guillebeau

Side Hustle School

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.

Určitě navštivte web podcastu a podpořte jeho tvůrce: sidehustleschool.com

Autor

Chris Guillebeau

Kategorie

Business

Web podcastu

sidehustleschool.com

Nejnovější epizoda

31. říj 2026

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Epizody

Ep. 2944 - The $300,000 Bouncy Castle Drop-Shipping Hustle 22.01.2025

A Texas man puts a bounce in his step by finding a uniquely profitable niche. This bouncy hustle earns multiple six-figures in its first year! 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: SideHus...

Ep. 2943 - Q&A: “Should I create a niche blog or a broader one?” 21.01.2025

In today's episode, we help a new blogger decide whether to focus on a specific niche or go broad to grow faster. Learn why starting small and specific can give you the best chance 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...

Ep. 2942 - First $1,000: Turning Central Park Picnics into Profits 20.01.2025

In this week's First $1,000 segment, we hear from an NYC event planner who started a pop-up picnic service in the city's parks. Learn how she marketed her picnics and reached her first $1,000. 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...

Ep. 2941 - Weekend Workshop: Sizing Up Your Ideas 19.01.2025

This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it's all free. Today's topic: sizing up your ideas. 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...

Ep. 2940 - Q&A: “Is a 40% commission worth it for my business?” 18.01.2025

In today's episode, we help a jewelry maker decide whether to keep selling in a local shop that takes a 40% commission. We'll explore the pros and cons, negotiation tips, and how to maintain strong relationships while growing your 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...

Ep. 2939 - Q&A: “How do I calculate the break-even point?” 17.01.2025

In today's episode, we help a social media manager calculate her break-even point. Learn how to apply this essential business concept to a service-based business and use it to grow more strategically. 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 li...

Ep. 2938 - TBT: Ghost Influencers and the Art of Viral Storytelling 16.01.2025

In this week's Throwback Thursday segment, we explore the rise of ghost influencers—anonymous personas creating real engagement for brands. Hear how one edgy social media manager turned this idea into a thriving 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...

Ep. 2937 - Woman on Food Stamps Earns $86,000 Teaching People to Bake Bread 15.01.2025

In the face of adversity, a woman creates a series of online courses teaching the art of baking sourdough bread. Stop loafing around! If she can do it, you can 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 several days each wee...

Ep. 2936 - Q&A: “What’s the downside of getting funded?” 14.01.2025

In today's episode, we help a catering business owner weigh the risks of taking outside funding to grow her business. Learn about the potential downsides, from financial pressure to loss of control, and how to make the best decision. 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 in...

Ep. 2935 - First $1,000: The High-Profit Second Life of Thrifted Goods 13.01.2025

In this week's First $1,000 segment, we meet a repair enthusiast who's giving gently used items a second life. He shares how he created a repair and resale business with unique product stories, quickly reaching his first $1,000. 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 include...

Ep. 2934 - Weekend Workshop: Beg, Borrow, or Steal Ideas 12.01.2025

This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it's all free. Today's topic: the power of observation. 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...

Ep. 2933 - Q&A: “How do I know if my idea is going to work?” 11.01.2025

In today's episode, we help a listener validate their idea for a carpooling app for parents. Learn how to test demand, estimate costs, and spot red flags before investing too much time or 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...

Ep. 2932 - Q&A: “Should I open a second location?” 10.01.2025

    In today's episode, we help a fitness studio owner decide if it's the right time to open a second location. Learn how to evaluate your readiness, minimize risks, and expand without turning success into stress. 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...

Ep. 2931 - TBT: From Gear Rentals to New Zealand Wilderness Adventures 09.01.2025

In this week's Throwback Thursday segment, we revisit a side hustler who began renting camping gear to tourists in New Zealand. Now, they organize guided wilderness expeditions for beginner adventurers, helping clients from around the world experience the great outdoors. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quit...

Ep. 2930 - Role-Play ing Pastor Rolls The Dice On $2,800/Month Hustle 08.01.2025

This pastor had been side-hustling his entire adult life and was about to burn out. Luckily a familiar podcast showed him how to save time, sell products, and turn his role playing passion into profit. 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 l...

Ep. 2929 - Q&A: “What can I learn from my website analytics?” 07.01.2025

In today's episode, we help an online shop owner figure out what to focus on in her website analytics. Learn how to use conversion rates, bounce rates, and other key metrics to grow your e-commerce 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...

Ep. 2928 - First $1,000: Micro-Courses for Fast Learning 06.01.2025

In this week's First $1,000 segment, we hear from a Minneapolis teacher who turned her knowledge of children's stories into a series of short, actionable online courses. Robin shares how she marketed her micro-courses and earned her first $1,000. 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...

2927 - Weekend Workshop: How to Spot a Profitable Side Hustle Idea 05.01.2025

This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it's all free. Today's topic: learning to spot profitable ideas. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This y...

Ep. 2926 - Q&A: “Is it wise to offer a money-back guarantee?” 04.01.2025

In today's episode, we help a photographer decide whether to offer a money-back guarantee for his services. Learn how to build trust with clients while protecting your business from potential downsides. 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...

Ep. 2925 - Q&A: “How can I stand out in the coaching industry?” 03.01.2025

In today's episode, we help a leadership coach stand out in an oversaturated market. Learn how to identify your unique value, niche down, and attract your ideal clients with strategies that work. 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...

Ep. 2924 - TBT: Cookie ATM Becomes Pop-Up Hit 02.01.2025

In this week's Throwback Thursday segment, we revisit two late-night bakers who created Oakland's first cookie ATM. They share how this bold experiment evolved into a thriving pop-up and DIY cookie kit 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...

Ep. 2923 - Side Hustle School Season 9 Starts TODAY 01.01.2025

We're back with an all-new season! Here's how year nine (!) of Side Hustle School will work. Introducing new features, music, and another 365 days of episodes.  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...

#2922 - Q&A: “How can I start an ‘adopt don’t shop’ pet business?” 31.12.2024

In today’s New Year’s Eve episode, we help a listener explore how to turn their passion for the ‘adopt, don’t shop’ movement into a profitable 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. Show note...

#2921 - First $1,000: Office Furniture Blog Stands Up for Profits 30.12.2024

In this week’s First $1,000 segment, we meet a web developer who turned his interest in ergonomic office furniture into a profitable side hustle. We explore how he built multiple niche websites that generated tens of thousands in commissions through Google AdSense. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting t...

#2920 - Q&A: “Why did you give away your ‘Doing Things’ course?” 29.12.2024

In today’s episode, we dive into the strategy behind giving away an online course for free. Was this a crazy idea, a strategic plan, or something else? 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...

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