Best Chris Guillebeau / Onward Project Podcasts (2025)

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Ep. 3178 - Q&A: “How do I stop every freelance project from starting in chaos?” 5:24

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1h ago5:24

5:24

Do you begin every freelance project in panic-mode? In today’s episode we build a repeatable onboarding sequence that turns new clients into smooth projects—no assistant required. 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 includ…

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Ep. 3177 - Q&A: “How can I make money by renting out houseplants?” 4:11

1d ago4:11

4:11

Can your living-room jungle become a revenue stream? In today’s episode, we explore the growing demand for short-term plant rentals and break down the numbers, logistics, and risks of turning leafy assets into cash. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting t…

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Ep. 3176 - TBT: Helping High School Dropouts Start Plumbing Careers 5:40

2d ago5:40

5:40

In this week’s Throwback Thursday segment, learn how one side hustler partnered with trade schools to help high school dropouts gain life skills and secure paid apprenticeships in the plumbing trade. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This y…

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Ep. 3175 - STORY: Movie Industry Friends Rewrite the Credits, Earn $20,000/Month 6:40

3d ago6:40

6:40

Those long credit sequences at the ends of movies can include a LOT of names—and they also take a lot of time for producers to coordinate. When two industry friends team up to simplify the process, they crawl their way to a highly profitable side hustle. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people …

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Ep. 3174 - Q&A: “How can a first-time author stand out in a market of 4,500 books per day?” 5:25

4d ago5:25

5:25

With an estimated 4,500–6,000 English-language titles published each day, how can a first-time author avoid getting buried? Today we look at the real numbers—and a proven game plan for standing 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 ye…

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Ep. 3173 - First $1,000: Houston Homeowner Turns Studio Into Weekend Venue 6:28

5d ago6:28

6:28

In this week’s First $1,000 segment, discover how one Houston homeowner transformed a simple backyard shed into a rentable studio for photos, workshops, and quiet retreats. 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…

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Ep. 3172 - Weekend Workshop: The Seasonal Business Goldmine 7:11

6d ago7:11

7:11

This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it’s all free. Today’s topic: the six-figure, six-week business. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn ex…

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Ep. 3171 - Q&A: “Managing cash flow across PayPal, Stripe, Venmo, and Etsy…” 5:11

7d ago5:11

5:11

Multiple payment platforms can feel like financial whack-a-mole. Today we lay out a four-step system to keep cash flow clear and tax time painless. 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…

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Ep. 3170 - Q&A: “Do followers still matter in the age of algorithms?” 6:05

8d ago6:05

6:05

If algorithms decide who sees your content, do follower counts still matter? Today we dig into how “algorithmic feeds” really work and why a loyal subscriber base still gives side hustlers a competitive edge. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their jo…

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Ep. 3169 - TBT: Selling Ads for Medical Conferences on Commission 5:25

9d ago5:25

5:25

In this week’s Throwback Thursday segment, hear how a freelance marketer started selling ad placements and sponsorships for medical conferences—on commission only—and turned it into a surprisingly consistent side hustle. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitt…

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Ep. 3168 - STORY: IT Guy Earns Extra $50,000/Year Restoring Vintage Radios 7:09

10d ago7:09

7:09

He wanted to start a side business and put his engineering degree to good use. When he stumbled across two 1950s radios, he found an idea that was right on his wavelength. 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 …

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Ep. 3167 - Q&A: “How to handle customer service without burning out?” 5:48

11d ago5:48

5:48

Customer emails piling up? Today we show solo founders how to automate 60% of support, triage the rest, and reclaim their weekends—all while keeping buyers happy. 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 le…

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Ep. 3166 - First $1,000: Language Nerd Builds “Fake Language” Creation Kit 5:58

12d ago5:58

5:58

In this week’s First $1,000 segment, discover how a linguistics grad turned their love of invented languages into a digital toolkit for writers and gamers. With a simple Gumroad listing and a few community posts, they reached $1,000 in five weeks. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who ear…

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Ep. 3165 - Weekend Workshop: How Makeup Videos Built a Million-Dollar Brand 7:46

13d ago7:46

7:46

This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it’s all free. Today’s topic: behind the scenes of an online makeup empire. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people …

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Ep. 3164 - Q&A: “Is there a market for fancy cookware rentals?” 5:14

14d ago5:14

5:14

Can you make money renting out fancy kitchen gear? In today’s episode, we explore whether luxury cookware rentals could work—and what hidden challenges you need to watch out for. 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…

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Ep. 3163 - Q&A: “Can MacBook arbitrage work as a side hustle?” 5:33

15d ago5:33

5:33

Can you make money buying Apple computers in one country and reselling them in another? In this episode, we explore the appeal—and the reality—of international tech arbitrage. 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 f…

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Ep. 3162 - TBT: Failed App Becomes Successful Consulting Business 5:06

16d ago5:06

5:06

In this week’s Throwback Thursday segment, hear how one side hustler launched an app that didn’t take off, but ended up turning that hard-won experience into a consulting service for other early-stage founders. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their …

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Ep. 3161 - STORY: Curated Gift Boxes for Breakups and Baby Bumps 6:56

17d ago6:56

6:56

A breakup brings two sisters together to create one happy 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: SideHustleSchool.com Email: team@…

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Ep. 3160 - Q&A: “Can Lyft drivers really make $2,000/week?” 4:36

18d ago4:36

4:36

Can a Lyft driver really make $2,000 a week? In this episode, we break down rideshare earnings, what’s possible, and what’s rare. 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 da…

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BONUS: "Time Anxiety" Book and Free Quiz 2:08

19d ago2:08

2:08

A short update on my new book, Time Anxiety, including a free quiz you can take and a discount on the ebook version for U.S. listeners. 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…

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Ep. 3159 - First $1,000: YouTube Bonsai Channel Grows Into Online Store 5:56

19d ago5:56

5:56

In this week’s First $1,000 segment, hear how a niche YouTube creator turned their passion videos into a Shopify store—selling products directly to their growing 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 …

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Ep. 3158 - Weekend Workshop: Template Biz Goes from Service to Scale 7:01

20d ago7:01

7:01

This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it’s all free. Today’s topic: how a budget résumé design service morphs into a template business that generates passive income. Side Hustle School features a new episode E…

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Ep. 3157 - Q&A: “How can I make money from old YouTube videos?” 4:24

21d ago4:24

4:24

Do you have any old videos that aren’t getting views? In this episode, we look at creative ways to repackage, remix, and monetize your past content for new platforms or audiences. 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 includ…

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Ep. 3156 - Q&A: “Can you profit by reselling loyalty points or rewards?” 4:57

22d ago4:57

4:57

Can you really make money reselling loyalty rewards or points? In this episode, we break down the reality behind this internet hustle—and whether it’s worth your time. 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 guid…

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Ep. 3155 - TBT: From Abandoned Storage Finds to Museum Artifacts 5:50

23d ago5:50

5:50

In this week’s Throwback Thursday segment, hear how a side hustler who once flipped storage unit items gradually specialized in rare historical items, and now supplies props and artifacts to small museums and exhibits. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quittin…