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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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When a mechanical engineer and 4x4 fanatic tries to save money on his Jeep upgrades, he wrangles with local vendors for free parts—and winches himself to a new source of income. 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…
 
A listener from Singapore sells biodegradable party cups with cheerful designs. She’s selling them on Amazon, and wondering how to get noticed by more people. 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 lesson…
 
Our story of a woman in New Zealand who sells virtual paint brushes for iPad users was very popular, and a listener is wondering: are there any other “digital assets” that can be made for resale? 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,…
 
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a wedding florist in Oklahoma who has a creative idea to offer DIY wedding flowers to brides across the country. 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…
 
A listener wants to build a fan site showcasing Black superheroes from DC and Marvel comics—how can he make money from it? 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…
 
After selling an unwanted collection of antiques, an insurance manager goes on a hunt for more inventory. 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. Share: #Si…
 
Today’s caller is hoping to improve her writing streak. How can we help her keep writing 1,000 words a day? 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. Share: #…
 
While staying up late one night, a mom and her daughter decide that they want to start a business together. 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. Share: #…
 
Today’s listener is starting to get paid for real estate photography. Should she offer a money-back guarantee in case a client is unsatisfied? 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…
 
They’ve been in the military for more than a decade, and they’re thinking ahead. What might be a good side hustle for a couple that moves frequently and might be deployed? 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 …
 
In this week’s “Throwback Thursday / Where are they now?” segment, we revisit a neighborhood coffee lover who follows a whim to a mobile roasting operation. 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 …
 
Aside from your website, your email list may be the most important tool in growing any new business. After you get it set up, what comes next? 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…
 
When a professional development specialist can’t find “just the right” piece of jewelry, she makes it herself. Six years later, she’s mined a second income creating minimalist, Boho-chic jewelry. 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,…
 
How can you transition between projects (or a job and a side hustle) without constantly losing your flow—and how can you start a completely new project without just creating more “stuff” to worry about? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. Thi…
 
A mom of two young daughters goes to look for used clothes, and ends up finding a new pastime of reselling items on Poshmark and other platforms. 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…
 
When you upgrade your iPhone or Android smartphone, what do you do with the old one? Many of us trade them in, knowing that we aren’t getting a great deal but not wanting to hassle with an alternative. Today’s listener is hoping to profit from this problem—how should they proceed? Side Hustle School features a new episode EVERY DAY, featuring detai…
 
Today’s caller (from Egypt!) is teaching software development through an apprenticeship model, but most of his students aren’t paying. How can he convert some of these free students into 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 yea…
 
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an accountant who sells spreadsheet templates and other financial resources to creatives. 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 gu…
 
A listener is trying to decide how to price a new online service. Should she use the common SAAS (“software as a service”) model, or are there alternatives? 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 …
 
When a stay at home mom hopes to avoid returning to full-time work outside the home, she starts selling vintage books packaged by color—and her dream becomes more than a pigment of her imagination. 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…
 
Today’s listener is having a weird problem—the images on his posts are disappearing. What’s going on? 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. Share: #SideHu…
 
While homeschooling her twin daughters, this genetic analyst goes in search of penmanship aids—and ends up making her own. 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…
 
Today’s listener wants more engagement from her online community. How can she achieve her objective—and is it the right way to measure 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 …
 
I’ve always said that when you begin to earn income apart from your day job, you need to open a separate bank account … but today’s caller questions that advice. Might there be some exceptions? 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…
 
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a fan of old-school board games who’s achieved tremendous success with multiple crowdfunding projects. 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 inc…
 
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