PODCAST · business
Side Hustle School
by Chris Guillebeau / Onward Project
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.Sales and Distribution by Lemonada Media https://lemonadamedia.com/
Episodes
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Ep. 3546 - Q&A: “Where are my customers coming from?”
This listener sells a video tutorial series for students taking the MCAT—but she’s not sure where her customers are coming from. How can she aquire this valuable information? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money…
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Ep. 3542 - Q&A: “Can you still get paid to post pins on Pinterest?”
An early Side Hustle School episode featured a woman who earned $40,000 pinning images on Pinterest. Is this business model still feasible? 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…
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Ep. 3541 - STORY: American Woman Starts International Whisky Brand
A graphic designer falls in love with scotch—building an international whisky brand with money she’d originally saved for couples counseling. 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,...
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Ep. 3540 - TBT: Blogger Explores Affiliate Marketing in India
In this week’s “Throwback Thursday” segment, we hear from a blogger in India who helps readers with financial products, earning commissions along the way. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their…
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Ep. 3539 - Q&A: “How about a directory of garage and yard sales?”
Today’s caller has an idea to create a directory of garage and yard sales. She thinks it’s a winner because so many people are trying to buy and resell items. What’s the best way to proceed? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn...
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Ep. 3538 - Q&A: “I have 20 years of experience—how do I pick a niche?”
Today’s caller draws on a lot of experience in production, branding, and more. She now wants to strike out on her own, but feels overwhelmed by all the options. Can we help her find the right focus? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who...
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Ep. 3537 - First $1,000: “I wanted to be the guy with a laptop on the beach…”
In this week’s First $1,000 segment, we hear from the founder of Maid This, a cleaning company that grows to millions of dollars in sales and allows the founder to work remotely. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money...
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Ep. 3536 - STORY: BBQ Catering Hustle Smokes Out Competitors
They loved smoked BBQ—and one day, they realized doing it for a living was the dream. So they jumped in full-force to the idea, heading straight for disaster. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their...
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Ep. 3535 - Q&A: “I’m getting too many inquiries…”
Today’s caller has a different sort of problem than most people who struggle to get off the ground: her business is going so well that she’s feeling overwhelmed with the work. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money…
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Ep. 3534 - Failure Friday: “My anniversary sale was an epic fail…”
In this week’s Failure Friday segment, we hear from the founder of a membership site that’s going very well—until the founder stops giving it the attention it deserves. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without...
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Ep. 3533 - TBT: “Chewable Energy” Gum Sticks With Customers
In this week’s “Throwback Thursday” segment, we hear from an athlete who sets out to create chewable energy gum. It’s gum-believable! 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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Ep. 3532 - Q&A: “I want to be a broker for overseas web developers…”
A caller has an idea to connect overseas web developers with clients in the U.S. How would this work, and how can they profit 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…
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Ep. 3531 - Q&A: “Can I pursue public speaking as a side hustle?”
This listener wants to get paid for public speaking, and he’s got a good story to share—but does he need a more specific topic? 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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Ep. 3530 - First $1,000: “I help people get back their hacked accounts…”
In this week’s First $1,000 segment, we hear from a coder with an unusual side hustle: he helps clients recover their hacked or lost Facebook accounts. In his first month, he’s already served fifteen people! Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of...
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Ep. 3529 - STORY: Anchors Aweigh! Designer Leads Guided Sailing Tours
A graphic designer packs his bags to see the world, then stumbles into a new line of work leading guided sailing tours. 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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Ep. 3528 - Q&A: “Is it still possible to start a blog?”
Jon is wondering if he’s missed out on the golden age of blogging. He wants to start a blog, but is it too late? 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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Ep. 3527 - STORY: Cake Artist’s Confections Whisk Up Delicious Profits
This pastry chef starts by baking on the side, then grows her hustle into a full-time business selling more than $100,000 worth of wedding and custom cakes a year. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting...
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Ep. 3526 - TBT: Tap Dance Teacher Offers Worldwide Lessons
In this week’s “Throwback Thursday” segment, we hear from Bill Simpson, chief tap dancer of HowtoTapDance.com. From his homebase of Melbourne, Australia, he teaches the art of the tap to students all over the world. Side Hustle School features a new episode EVERY DAY, featuring detailed case...
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Ep. 3525 - Q&A: “Should I self-publish a mental health guidebook on Kindle?”
A listener in Mexico is starting a podcast on mental health, and also wants to publish a book. Should she put it out on Kindle even though she doesn’t have a lot of followers yet? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money...
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Ep. 3524 - Q&A: “I’d like to be a financial advisor for Gen Z…”
This Gen Z listener wants to become a financial advisor for her generation. How can she build her authority and platform? 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…
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Ep. 3523 - First $1,000: “I wanted to explore AI-generated art…”
In this week’s First $1,000 segment, we hear from a real estate professional who makes and sells design elements that come from AI-generated art. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This...
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Ep. 3522 - STORY: Lather, Rinse, Recycle: Soapy Problem Leads to Clean Solution
An account manager solves the pondering question of “What happens to soap after it’s used in a hotel room?”—and turns it into a sustainable side hustle. 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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Ep. 3521 - Q&A: “How do I find customers as a digital personal assistant?”
Today’s listener is in search of his first customer! He wants to become a digital personal assistant to help people with tech support. How should he proceed? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their...
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Ep. 3520 - Failure Friday: “After I was hit by a car, things got worse…”
In this week’s Failure Friday segment, we hear from an affiliate marketer who encountered an unusual problem: after he was hit by a car, the public knowledge of his business was used against him. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who…
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Ep. 3519 - TBT: Bridesmaid-for-Hire Keeps Walking Down the Aisle
In this week’s “Throwback Thursday” segment, we hear from the woman behind “Bridesmaid-for-Hire,” one of our most popular episodes in year one. Her business has grown a lot since then, but she’s also learned some lessons in simplifying. Side Hustle School features a new episode EVERY DAY…
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Ep. 3518 - Q&A: “Where do I begin if I want to make an app?”
This listener wants to make an app, but needs some help knowing where to start. 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...
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Ep. 3517 - Q&A: “Should I start a new site for my food business?”
This listener has an older food blog that she hasn’t updated in a while, and now she wants to convert it to an ecommerce site. Is that the best approach, or should she start all over? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra…
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Ep. 3516 - First $1,000: “I built an Airbnb rental in my backyard…”
In this week’s First $1,000 segment, we hear from a serial side hustler who builds an ADU in his backyard, allowing him to earn $1,500/month in passive rentals. He then uses the profits to buy another property. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies…
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Ep. 3515 - STORY: Hair Braiding Workshops Help Trans-Racial Adoptive Families
A Chicago woman uses her side hustle to support her life, then adapts it to help more than 1,000 children in trans-racial adoptive families. 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…
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Ep. 3514 - Q&A: “How to make a board game from start to finish?”
Today’s listener wants to make a board game. There are many steps involved, and he’ll need to learn a lot along the way. But that shouldn’t stop him! Let’s see if we can help him out. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra…
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Ep. 3513 - STORY: Teacher Flips Sports Gear For $8,000/Month
A teacher uses his love for sports memorabilia to bridge the financial gap between his teaching contracts—then goes on to create a highly profitable business. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their...
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Ep. 3512 - TBT: Southern Transplant Creates Watercolor Brand
In this week’s “Throwback Thursday” segment, we revisit a graphic designer who creates a watercolor brand that is sold in retailers throughout South Carolina and beyond. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without...
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Ep. 3511 - Q&A: “Do I have to sell as a SAAS?”
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...
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Ep. 3510 - Q&A: “How many tech tools do I need to master?”
This listener has a side hustle teaching data analytics, and wants to grow—but he’s feeling overwhelmed with all the necessary tools. How can he choose the right resources without becoming fixated on them? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of...
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Ep. 3509 - First $1,000: Paralegal Assists U.S. Immigrants to Canada
In this week’s First $1,000 segment, we hear from a Canadian paralegal who helps American immigrants learn to navigate the bureaucracy of migration. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This...
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Ep. 3508 - STORY: “SwitchPod” Camera Tool Raises $415,748 on Kickstarter
When two friends spot an opportunity to create a practical camera accessory, the crowdfunding campaign exceeds their wildest expectations. 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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Ep. 3507 - Q&A: “How to convert non-paying students into customers?”
Today’s listener (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…
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Ep. 3506 - Failure Friday: “I had tears in my eyes reading the response…”
In this week’s Failure Friday segment, we hear from a jewelry seller who almost gets taken out of commission by a highly negative review. 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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Ep. 3505 - TBT: Family Affirmation Cards Go Global
In this week’s “Throwback Thursday” segment, we hear from the co-founder of a Canadian business that helps kids and families with self-worth. 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,...
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Ep. 3504 - Q&A: “How do you forecast earnings for a side hustle?”
A listener came across my back-of-the-napkin spreadsheet template and is wondering something: if a business or side hustle is new, how can you forecast earnings for it? It’s a good question, but there’s also a good answer. Side Hustle School features a new episode EVERY DAY, featuring detailed…
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Ep. 3503 - Q&A: “Ideas for an architect trying to change business models?”
An experienced architectural drafter is hoping to make a change. He still wants to use his professional skills, but in a way that doesn’t rely on trading time for money. What should he consider? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who…
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Ep. 3502 - First $1,000: The Pacific Northwest Tiny Home Designer
In this week’s First $1,000 segment, we hear from a side hustler in Olympia, Washington. He designs tiny homes—how did he get started with that? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This…
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Ep. 3501 - STORY: Networking Success Is Served with Side of Eggs
Inspired by a generation’s obsession with startups and brunch, this Wall Street relationship manager combines the two on a silver platter. 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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Ep. 3500 - Q&A: “What's the best way to sell a digital download?”
Let’s say you have something to sell that is digitally delivered. What’s the best way to accept payment and get the item to buyers? 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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Ep. 3499 - STORY: Hedge Fund Manager Rocks On with Diamond Algorithm
“Have algorithm, will side hustle”: These financial traders applied their career know-how to a completely different industry. They’re now earning $5,000/month in affiliate commissions. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra...
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Ep. 3498 - TBT: Hydroponic Indoor Plant System Branches Out
In this week’s “Throwback Thursday” segment, we hear from the founder of IG Works, which specializes in indoor gardening kits that allow you to grow dozens of large plants in a small space. It’s truly un-be-leaf-able! Side Hustle School features a new episode EVERY DAY, featuring detailed case...
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Ep. 3497 - Q&A: “How much time do people spend on these projects?”
If you have at least one side hustle already, is it a couple hours a week, taking over your life, or somewhere in between? 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...
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Ep. 3496 - Q&A: “How to sell an online birth preparation course?”
A couple in the UK seeks advice on a birth preparation program course they’ve been revisiting in recent months. 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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Ep. 3495 - First $1,000: Vintage Luggage Upcycler Hits Ground Running
In this week's First $1,000 segment, an upcycler transforms forgotten vintage luggage into functional art pieces. 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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Ep. 3494 - STORY: The 50 Shades of Editing Romance Novels
A corporate recruiter pursues a steamy side business editing romance novels. 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…
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ABOUT THIS SHOW
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.Sales and Distribution by Lemonada Media https://lemonadamedia.com/
HOSTED BY
Chris Guillebeau / Onward Project
CATEGORIES
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Frequently Asked Questions
How many episodes does Side Hustle School have?
Side Hustle School currently has 1000 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.
What is Side Hustle School about?
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....
How often does Side Hustle School release new episodes?
Side Hustle School releases new episodes frequently with a large back catalog of 1000 episodes. Check the episode list for recent publication dates.
Where can I listen to Side Hustle School?
You can listen to Side Hustle School on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.
Who hosts Side Hustle School?
Side Hustle School is created and hosted by Chris Guillebeau / Onward Project.
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