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...
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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 School Podcast Guide
Listen to Side Hustle School, a Business podcast by Chris Guillebeau / Onward Project. Stream 3,579 episodes in English, follow new audio stories, and play episodes online on Radio and Podcast.
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Episodes
20 of 3,579 episodesEp. 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 o...
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, featuri...
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 b...
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...
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....
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...
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 pr...
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 througho...
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 the...
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 ca...
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 mi...
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. S...
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...
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. Si...
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...
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 y...
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 re...
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 t...
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. S...