Chris Guillebeau

Side Hustle School

Business EN ↓ 3536 episodes

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

Episodes

#2732 - First $1,000: Kitchen Tools Affiliate Blog Whips Up Profits 24.06.2024 6:07

In this week's First $1,000 segment, we hear from a home chef who combines their love for cooking and writing to create a successful affiliate blog featuring high-end kitchen tools. 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 seve...

#2731 - Q&A: “How can I accept credit card payments?” 23.06.2024 5:02

In this episode, we walk you through the step-by-step process of setting up a Stripe account to accept credit cards, and how to integrate it seamlessly with a new online 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 listener Q&A severa...

#2730 - Q&A: “Can I profit from prediction markets for the 2024 election?” 22.06.2024 4:46

In this episode, we dive into the dynamic world of prediction markets, focusing on what’s changed in the past two years. Can you profit from betting on political outcomes in the lead-up to the 2024 election? 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...

#2729 - Failure Friday: Influencer's Partner Deal Becomes Bitter Pill to Swallow 21.06.2024 6:50

In this week's Failure Friday, we explore the consequences of an influencer's hasty decision to promote a line of supplements without proper research. Don’t try this at home! 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 day...

#2728 - TBT: Streamlining Skincare Line Smooths Out Wrinkles 20.06.2024 7:11

In this week’s “Throwback Thursday” segment, we hear from a skincare seller who makes a game-changing decision that took her business from struggling to thriving. The secret? Streamlining! 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&amp...

#2727 - Q&A: “My boss hates the idea of me side hustling…” 19.06.2024 5:08

Can you balance a side hustle with a demanding full-time job—especially one where your boss isn’t thrilled with after-hours work? Let’s see what we can do to best advise this listener. 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 s...

#2726 - Q&A: “I need to jump-start my Audible commissions!” 18.06.2024 4:57

In this episode, we help an aspiring Audible affiliate turn their passion for audiobooks into more referrals. 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@sidehus...

#2725 - First $1,000: Luxury Travel Planner Specializes in Four Seasons Resorts 17.06.2024 6:17

In this week's First $1,000 segment, we hear from a luxury travel planner who carved out a niche specializing in crafting bespoke getaways centered around Four Seasons hotels and resorts. 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&...

#2724 - Q&A: “I need more passive income in my life…” 16.06.2024 5:52

In this episode, we help a web developer create more passive income streams. How can he move beyond trading time for money? 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...

#2723 - Q&A: “Can I go from yoga teacher to mindfulness coach?” 15.06.2024 4:43

In this episode, we hear from a Bay Area yoga teacher who wants to expand into the world of mindfulness coaching. 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@sid...

#2722 - Failure Friday: A Graphic Designer's Brush with Copyright Catastrophe 14.06.2024 5:54

In this week's Failure Friday, we hear from a graphic designer who found herself in hot water after using copyrighted images in a client's project. This brush with legal trouble taught her a valuable lesson about the importance of due diligence. 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,...

#2721 - TBT: Digital Assets Empire Thrives Amidst Disruption 13.06.2024 6:35

In this week’s “Throwback Thursday” segment, we meet a savvy schoolteacher who's discovered a lucrative side hustle in reselling returned goods on Amazon and other online platforms. Learn how he navigates bulk auctions, inventory management, and product selection to turn a profit and supplement his teaching income. Side Hustle School features a new episode EVERY DAY, featuring detailed case studie...

#2720 - Q&A: “I’m a professional makeup artist…” 12.06.2024 5:05

In this episode, we help a professional makeup artist turn her expertise into a thriving teaching side hustle. Learn how to structure classes, choose valuable topics, and market your workshops! 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...

#2719 - Q&A: “Stuck in low-paying gigs…” 11.06.2024 5:00

In this episode, we help a contract bookkeeper boost her productivity and income. Discover essential tools and techniques for managing your workload, prioritizing tasks, and landing high-value gigs. 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 list...

#2718 - First $1,000: Birdwatching App Flocks to Success 10.06.2024 5:41

In this week's First $1,000 segment, we hear from a tech-savvy side hustler who combined their love for coding and birdwatching to create a unique mobile app. Learn how they monetized their passion project through ads and premium features. 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...

#2717 - Q&A: “I changed cities and lost my local clients…” 09.06.2024 5:20

In this episode, we help a math tutor rebuild her client base in a new city and explore ways to grow her side hustle beyond local 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: SideHustleS...

#2716 - Q&A: “How can I hire my first assistant?” 08.06.2024 5:57

In this episode, we help a reseller from Minneapolis navigate the process of hiring their first assistant. Learn how to find the right candidate, onboard them effectively, and handle the legal and financial aspects of expanding a side hustle team. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This yea...

#2715 - Failure Friday: Vintage Watch Restorer Learns Timely Lesson 07.06.2024 7:46

In this week's Failure Friday, a passionate vintage watch restorer shares a cautionary tale about the importance of clear communication after a misunderstanding with a client nearly costs him his sterling reputation. 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 guide...

#2714 - TBT: Bookworm Cashes in on Audible Affiliate Book Reviews 06.06.2024 5:15

#2713 - Q&A: “My clients aren’t paying my invoices on time…” 05.06.2024 5:41

In this episode, we help a freelance writer tackle a challenging client situation. Learn how to set clear boundaries, ensure timely payments, and protect yourself from problematic 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&amp...

#2712 - Q&A: “My plan to build and sell chatbots…” 04.06.2024 5:15

In this episode, we help a computer science student launch a chatbot creation side hustle. The world is wild these days! 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: t...

#2711 - First $1,000: Accountant Balances Books for Freelancers 03.06.2024 4:59

In this week's First $1,000 segment, we hear from an accountant who discovered a unique side hustle: providing tailored financial planning services to freelancers. Discover how she built a thriving business by helping others navigate the complex world of freelance finances. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without q...

#2710 - Q&A: “A brand wants to pay me for a sponsored post!” 02.06.2024 5:28

In this episode, we help a college student and aspiring influencer navigate her first brand partnership on Instagram. How can she negotiate rates and build successful relationships with brands while staying true to her 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 include...

#2709 - Q&A: “How does a side hustling astronomer get paid?” 01.06.2024 5:16

In this episode, we guide an amateur astronomer in launching a stargazing experience side hustle. Learn the legal requirements, marketing strategies, and tips for sharing your passion for the cosmos with 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 les...

#2708 - Failure Friday: Fashion Forward Idea Goes Solo 31.05.2024 5:35

In this week’s Failure Friday segment, we hear from a woman who dreams of starting a fashion blog with a close friend, only to lose nearly six months to indecisiveness. Lesson: don’t wait on your friends to get motivated! 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...