The Diary Of A CEO with Steven Bartlett
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Business
Side Hustle School
by Chris Guillebeau
Today: #200 in Business, Canada on our combined chart.
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Ranking history · Canada
History builds daily. We started tracking this show on the Business, Canada chart recently, so the trend line appears after a second day of data.
View as table
| Date | Combined Rank | Apple Podcasts |
|---|---|---|
| Oct 11 | #200 | #200 |
Latest episodes
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Ep. 3571 - STORY: Guitar Player Chalks Up Success By Enjoying The Process
October 11, 2026 · 8 minA systems administrator and lifelong guitar player generates thousands per month writing about his musical hobby. 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. 3570 - Q&A: “Can I offer a permanent price discount?”
October 10, 2026 · 4 minOur listener has seen furniture stores offer non-stop sales. Is there any reason they can’t have a sale that never ends in their business? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who…
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Ep. 3569 - STORY: Hand Lettering Artist Upgrades Photo Booth Props
October 9, 2026 · 8 minAn illustrator gives boring wedding photo booth props a much-needed upgrade, creating an alternative to greeting cards at the same time. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who…
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Ep. 3568 - TBT: Physician Designs Plush Toys to Teach Anatomy
October 8, 2026 · 7 minIn this week’s “Throwback Thursday” segment, we hear from a doctor who makes plush toys in the shape of human organs to teach kids about the body. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of…
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Ep. 3567 - Q&A: “Can I resell items I get for free?"
October 7, 2026 · 4 minToday’s listener received some free display equipment at a trade show. Can he resell it without worrying, or does this create an ethical dilemma? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of…
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Ep. 3566 - Q&A: “An English-language anime club in Japan…”
October 6, 2026 · 4 minToday’s caller wants to start an English-speaking anime club in Japan. With the country recently re-opened for visitors, let’s get this party started! Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of…
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Ep. 3565 - First $1,000: “I got paid to walk dogs while on work calls…”
October 5, 2026 · 6 minIn this week’s First $1,000 segment, we hear from a Chicago native who starts “Day Job Dogwalking” during the pandemic. While juggling work calls with her employer, she gets paid (and eventually hires someone) to walk dogs in her…
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Ep. 3564 - STORY: Physical Therapist Sells 57,000 “Neck Hammocks”
October 4, 2026 · 7 minIn trying to remedy his own workout injuries, this physical therapist invents a portable device to relieve pain. He then patents the device and sells 57,000 of them. Side Hustle School features a new episode EVERY DAY, featuring detailed…
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Ep. 3563 - Q&A: “What’s the 80/20 rule of side hustling?”
October 3, 2026 · 4 minToday’s listener is wondering about applying the Pareto principle to the world of side hustles. What can we learn—and what should we do differently as a result of this knowledge? Side Hustle School features a new episode EVERY DAY…
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Ep. 3562 - Failure Friday: “My app kept crashing during the big pitch…”
October 2, 2026 · 10 minIn this week’s Failure Friday segment, we hear from the founder of a project management tool. An early pitch to a major investor got off to a rough start. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies…
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Ep. 3561 - TBT: “Graphic Designer for Dogs” Retrieves New Clients
October 1, 2026 · 7 minIn this week’s “Throwback Thursday” segment, we hear from a graphic designer who started off by specializing in pet businesses. She’s now trying to go off-leash and retrieve clients in other industries … is she barking up the wrong…
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Ep. 3560 - Q&A: “How can I rent out my spare bedroom on Airbnb?”
September 30, 2026 · 5 minAn attorney who isn’t home much would like to earn passive income from renting out her spare bedroom. What does she need to know, and is there any way to make it easier? Side Hustle School features a new episode EVERY DAY, featuring…
About the 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. Hosted on Acast. See acast.com/privacy for more information.