Chris Guillebeau

Side Hustle School

Business EN ↓ 3648 episoder

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.

Husk at besøge podcastens hjemmeside og støtte skaberen: sidehustleschool.com

Forfatter

Chris Guillebeau

Kategori

Business

Podcastens hjemmeside

sidehustleschool.com

Seneste episode

31. okt. 2026

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Episoder

#2544 - Q&A: “I’m getting ‘likes’ but no new followers…” 19.12.2023 4:43

Have you noticed something strange with your recent social posts? Tune in to learn how to leverage your current engagement into a growing follower base on social media. 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...

#2543 - First $1,000: Anime Artist Offers Personalized Commissions 18.12.2023 5:14

In this week's First $1,000 segment, a talented artist capitalizes on their love for anime by offering personalized art commissions. Learn how they navigated pricing strategies, portfolio creation, and keeping up with clients. 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...

#2542 - Q&A: “Is SEO just a scam?” 17.12.2023 5:28

It’s important to rank well in search engines—but can you really control such a thing? A listener wonders if the whole SEO industry is effectively a scam. 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 no...

#2541 - Q&A: “How to integrate masculine and feminine energy in my hustle?” 16.12.2023 5:12

Is there room in the business world for non-traditional concepts like masculine and feminine energy, and how might this differentiate a 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. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: S...

#2540 - Failure Friday: Profitable Affiliate Website Peters Out 15.12.2023 6:53

In this week’s Failure Friday segment, we explore the downfall of a once-lucrative affiliate business. Tune in to uncover how a stubborn mindset led to a financial nosedive—and the crucial pivot that followed. 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 lesso...

#2539 - TBT: Organizational Advisor Moves from B2C to B2B 14.12.2023 4:51

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an organizational advisor who starts with home consultations, but transitions to serving businesses when she spots high demand. 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...

#2538 - Q&A: “How can I sell my big app idea?” 13.12.2023 5:13

Like the idea of making an app, then selling it for millions? Don’t miss this episode. 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: SideHustleSchool.com Email: team@sidehustleschool.com Be on th...

#2537 - Q&A: “When’s the best time to start??” 12.12.2023 5:04

A caller is wondering about the optimal time to start a side hustle. Does such a thing exist? 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: SideHustleSchool.com Email: team@sidehustleschool.com Be...

#2536 - First $1,000: Vintage Luggage Upcycler Hits Ground Running 11.12.2023 4:41

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 guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@s...

#2535 - Q&A: “How can I repurpose content from YouTube?” 10.12.2023 5:30

Creating content is time-consuming. How can you repurpose your content to fit multiple platforms without doubling your workload? 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: SideHustleSchool.com...

#2534 - Q&A: “Should I accept ads from pharmaceutical companies?” 09.12.2023 6:03

Is it ethical for a health-focused podcast to accept sponsorships from online therapy and pharmaceutical companies? 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: SideHustleSchool.com Email: team@s...

#2533 - Failure Friday: Working Remotely from Thailand Is Stressful! 08.12.2023 6:34

In this week’s Failure Friday segment, we hear from a software engineer who takes advantage of his company’s flexible remote work policy to move to Thailand—but struggles in adapting to working in the middle of the night. 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...

#2532 - TBT: The Shine and Rise of an Office Cleaning Maven 07.12.2023 5:39

In this week’s “Throwback Thursday / Where are they now?” segment, we explore the evolution of a Minneapolis-based office cleaning service that polished its approach to staffing, customer retention, and sustainability. 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 gui...

#2531 - Q&A: “Can I use ChatGPT to help with social media?” 06.12.2023 4:54

How can AI technology be used effectively for creating a constant stream of engaging social media content? 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: SideHustleSchool.com Email: team@sidehustle...

#2530 - Q&A: “How can I transition from corporate to career coaching?” 05.12.2023 5:01

A listener with over ten years of experience in corporate leadership is looking to transition into career coaching. What are the essential steps he needs to take to make this career shift a successful one? 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 a...

#2529 - First $1,000: Data Specialist Whips Up Custom Reports 04.12.2023 5:17

In this week’s First $1,000 segment, we hear from a freelance data visualization expert who turned indecipherable data into compelling narratives. 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: Sid...

#2528 - Q&A: “My ADHD makes side hustling hard…” 03.12.2023 5:50

A listener with ADHD is struggling to keep a photography side hustle on track. If you identify as neurodivergent, how can you adjust your productivity strategy? 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. S...

#2527 - Q&A: “An online course for teaching ‘Uncommon Skills…’” 02.12.2023 4:32

Ever thought of turning niche hobbies like unicycling or yo-yo tricks into an online course? That’s what today’s listener has in mind. 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: SideHustleSchoo...

#2526 - Failure Friday: He Bought a ‘Bored Ape’ NFT for $80,000 01.12.2023 7:03

In this week’s Failure Friday segment, we hear from an eager enthusiast of digital art. He bought a popular “bored ape” NFT for a *lot* of money—then watched as the value dropped by 80%. 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...

#2525 - TBT: Electronic Music Producer Offers Lessons & Mentorship 30.11.2023 4:55

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an electronic music producer who also coaches other musicians. 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...

#2524 - Q&A: “Is it too late to plan for holiday sales?” 29.11.2023 4:54

An eCommerce store owner is concerned she's a bit late to leverage the traditional fourth-quarter sales spike. Is it a lost cause? 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: SideHustleSchool.co...

#2523 - Q&A: “A service to help small museums with social media…” 28.11.2023 4:33

Today's caller wants to use her love for art and history to help small museums and galleries improve their social media presence and, in turn, boost visitor numbers. How can she structure this passion into a viable 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. This year, the show includes...

#2522 - First $1,000: Birth Chart Consults Aim for Stars 27.11.2023 5:42

In this week’s First $1,000 segment, we hear from a digital age astrologer who sells personalized birth charts, charting the stars for her clients. 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: S...

#2521 - Q&A: “Are my Kindle highlights hiding a business opportunity?” 26.11.2023 4:36

How can you manage your Kindle highlights—and is there a business opportunity lurking in this common challenge? 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: SideHustleSchool.com Email: team@sideh...

#2520 - Q&A: “My enthusiasm fizzles out…” 25.11.2023 5:12

A listener finds himself losing interest in side hustling after an initial burst of enthusiasm. What should you do when your early ideas keep fizzling out? 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 n...