Chris Guillebeau
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—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.
Author
Chris Guillebeau
Category
Podcast website
Latest episode
Jul 11, 2026
Where to listen?
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Episodes
#2657 - Q&A: “How to turn math tutorials into an online course?” 10.04.2024 5:14
An educator hopes to go from classroom to digital success, turning her popular math tutorials into something more accessible for a global audience. 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: Si...
#2656 - Q&A: “Can I still make and sell NFTs?” 09.04.2024 4:49
In today’s episode, unlock the secrets of turning digital landscapes into coveted NFTs. Wait, are NFTs still a thing?? 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: te...
#2655 - First $1,000: California Mushroom Farmer Hosts “Funghi Feasts” 08.04.2024 5:06
In this week’s First $1,000 segment, we hear from a California mushroom cultivator who turns a passion for fungi into a thriving business, supplying gourmet and medicinal mushrooms to the local community. 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 an...
#2654 - Q&A: “How do I implement the 80/20 rule in my side hustle?” 07.04.2024 5:16
In today's discussion, we unlock the potential of the 80/20 rule for side hustlers. Learn how to identify and focus on high-impact activities to elevate your biz to new heights. 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...
#2653 - Q&A: “Best platform for vintage clothing sales?” 06.04.2024 5:24
Discover the best platforms for selling vintage fashion online, from Etsy's unique finds to Poshmark's dedicated fashionistas. Learn where your collection will shine and how to profit from your old wardrobe. 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...
#2652 - Failure Friday: Monthlong Ad Budget Gets Spent in One Day 05.04.2024 6:37
In this week’s Failure Friday segment, we hear from a seller of kitchenware who decides to experiment with online ads. Unfortunately, an error leads to her spending her entire budget for a month in a single 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 les...
#2651 - TBT: Statistician Creates Fantasy Sports Platform 04.04.2024 4:40
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a statistician turned fantasy sports strategist, who leverages his knack for numbers to launch an analytics business. 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 liste...
#2650 - Q&A: “How can I sell my course on female solo travel?” 03.04.2024 5:39
In today’s episode, we navigate the marketing journey for an online course on female solo travel. What is MOST important or essential? 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: SideHustleScho...
#2649 - Q&A: “When is it time to outsource fulfillment?” 02.04.2024 4:56
In today's episode, we explore the strategic shift from self-managed order fulfillment to outsourcing for e-commerce businesses. Learn when to make the move and what to look for in a fulfillment partner. 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...
#2648 - First $1,000: Newborn Photography Earns Up to $10,000 Each Time! 01.04.2024 6:28
In this week’s First $1,000 segment (not a joke, even though it’s April 1), we hear from a photographer specializing in creatively staged portraits of newborns. As a recent WSJ article highlighted, these photo shoots aren’t cheap! 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 inclu...
#2647 - Q&A: “Can I post the same thing on Instagram, TikTok, and YouTube?” 31.03.2024 5:02
Today's episode dives into whether creators should cross-post or tailor their content for each social media platform. Is there a way to reach more people without doing a ton of additional work? 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...
#2646 - Q&A: “How can I find the best products for FBA?” 30.03.2024 5:23
Join us today as we guide an aspiring Fulfilled by Amazon seller through the maze of product selection. Learn to harness the power of market research, sourcing strategies, and differentiation to find products that yield high profit margins on Amazon. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This...
#2645 - Failure Friday: Strumming Into Silence 29.03.2024 6:08
This week on Failure Friday, we tune into a venture of online guitar lessons. This post-pandemic digital adaptation missed its mark with beginners, and then faced a tough lesson on the irreplaceable value of in-person instruction. 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 inclu...
#2644 - TBT: Student Loan Advisor Creates Group Programs 28.03.2024 5:40
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a student loan advisor who transformed a personal challenge into a thriving consultancy. 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...
#2643 - Q&A: “I’m worried my life story is boring…” 27.03.2024 5:27
Discover how to turn your life story into an impactful product offering. Learn to craft courses, services, and community challenges that not only share “your journey” but also empower and transform others. 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...
#2642 - Q&A: “What’s the best way to set up a social media calendar?” 26.03.2024 5:12
In today’s episode, we dive into the world of social media strategy for fashion brands and side hustles. Discover how to effectively organize and schedule your content across multiple platforms using a variety of tools, from Google Calendar and Trello to Hootsuite and Canva. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without...
#2641 - First $1,000: Instagram Reels Editor Makes Videos Look Better 25.03.2024 5:34
In this week’s First $1,000 segment, we hear from a savvy video editor who turns Instagram Reels into a lucrative career, showcasing the art of engaging short-form 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...
#2640 - Q&A: “How much content do I put behind a paywall?” 24.03.2024 4:39
In today's episode, we tackle the challenge of monetizing a blog through paywalled content. Learn how to balance free and paid content on your site, ensuring you continue to grow your audience while providing clear value to paying subscribers. 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...
#2639 - Q&A: “TikTok is taking way too much commission…” 23.03.2024 5:16
In today's episode, we decode TikTok's Creator Fund commission structure and discuss strategies for maximizing earnings as a content creator. 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: SideHust...
#2638 - Failure Friday: Useless Business Coach Fails to Help Side Hustler 22.03.2024 5:36
In this week’s Failure Friday segment, we hear about the unfortunate experience of hiring a business coach—a decision that led to costly lessons in a side hustler trusting her intuition and recognizing the value of her own business acumen. 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 s...
#2637 - TBT: Licensed Therapist Offers Non-Licensed, Out-of-State Coaching 21.03.2024 6:00
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a licensed therapist who diversifies her income by offering non-licensed coaching services to out-of-state 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 listene...
#2636 - Q&A: “Should I have a consistent posting schedule?” 20.03.2024 4:24
Join us in today's episode as we delve into the art of maintaining a consistent yet flexible publishing schedule for bloggers. Learn how regular posting, tailored to your lifestyle and type of content, can improve engagement and growth. 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...
#2635 - Q&A: “Best ways to use Notion to track projects…” 19.03.2024 4:07
In this episode, we dive into the world of digital organization tools for busy side hustlers. Discover how platforms like Notion can transform the way you plan, track, and collaborate on projects, ensuring nothing falls through the cracks. 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 s...
#2634 - First $1,000: Linking Up Profits on Instagram Stories 18.03.2024 7:27
In this week’s First $1,000 story, we dive into the innovative approach of a social media influencer who mastered the art of monetizing her fashion and home improvement Instagram accounts. 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&am...
#2633 - Q&A: “Should I be worried about burnout?” 17.03.2024 5:23
Discover how to tackle burnout head-on! This episode offers three key strategies for side hustlers to maintain their wellbeing without neglecting their passion for 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 includes free guided lessons and listener Q&A several days...
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