Best Chris Guillebeau / Onward Project Podcasts (2025)

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Ep. 3242 - Weekend Workshop: “Digital Documentation” Earns Passive Income 8:08

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2h ago8:08

8:08

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 single PDF guide earned $120,000 in its first year. Side Hustle School features a new episode EVERY DAY, featuring detailed case studie…

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Ep. 3241 - Q&A: “Is remote-worker visa consulting a real business?” 6:05

1d ago6:05

6:05

Remote-worker visas are booming—and bewildering. Today we price a “visa concierge,” unpack simple liability safeguards, and gauge whether the market can pay more than pocket change. 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 incl…

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Ep. 3240 - Q&A: “Should I tell my clients I’m using AI?” 5:22

2d ago5:22

5:22

AI tools can double your output, but not everyone’s comfortable with it. Today we map a three-part policy for disclosing AI use that keeps trust high, quality higher, and clients on board. 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 sh…

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Ep. 3239 - TBT: This Tiny Spreadsheet Tool Pays the Rent 6:00

3d ago6:00

6:00

In this week’s Throwback Thursday segment, meet a side hustler who built a simple browser-based spreadsheet tool. It earns enough to cover his rent each month! 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…

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Ep. 3238 - STORY: Agricultural Teacher Earns $200,000 Selling Lesson Plans 7:25

4d ago7:25

7:25

After creating course materials for a forgotten group of educators, this agricultural teacher now earns a significant income from a growing 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 lis…

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Ep. 3237 - Q&A: “Will professionals trade hours instead of cash?” 4:41

5d ago4:41

4:41

Can busy side hustlers trade skills instead of dollars? Today we outline a lean time-bank model—simple rules, low overhead, and real incentives to keep everyone honest. 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…

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Ep. 3236 - First $1,000: Turning Cable Chaos into Magnetic Profit 5:58

6d ago5:58

5:58

Tired of cables dangling each time your standing desk rises? A quick TikTok clip of magnetic rails snapping cords into place sparked a rush of orders for this savvy side hustler. 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. 3235 - Weekend Workshop: The Wandering Teacher's Global Classroom 8:15

7d ago8:15

8:15

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: an early language hacker starts “Fluent in 3 Months.” Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of…

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Ep. 3234 - Q&A: “What’s a fair founder-investor deal between friends?” 5:35

8d ago5:35

5:35

Cash can launch the product; labor will keep it alive. Today we map out founder-friendly splits, vesting schedules, and a simple “dynamic equity” formula that grows with effort. 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…

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Ep. 3233 - Q&A: “Where do I find my first paying customer?” 4:56

9d ago4:56

4:56

One sale beats a hundred compliments. Let’s walk through a low-risk, weekend-ready plan that puts money in this side hustler’s hands within two weeks. 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 li…

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Ep. 3232 - TBT: The Garage Gym Hustle That Went Digital 6:00

10d ago6:00

6:00

In this week’s Throwback Thursday segment, learn how one fitness fan turned flipping gym equipment into a small media business. He now sells setup guides and curates weekly home gym deals for thousands of subscribers. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting…

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Ep. 3231 - STORY: The Coffee Grinder That Made $300,000 8:25

11d ago8:25

8:25

Rise and shine! A petroleum engineer finds the perfect item to resell on Amazon. He goes on to sell $300,000 worth of the humble coffee grinder. 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…

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Ep. 3230 - Q&A: “How do I test Facebook vs. free traffic?” 5:22

12d ago5:22

5:22

Free traffic feels safe, but paid ads might unlock a faster lane—IF the math checks out. Let’s design a two-week, $200 ad test with clear “go / no-go” numbers so this side hustler can see truth, not guesswork. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their j…

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Ep. 3229 - First $1,000: Shopify Library Becomes Paid Subscription 6:45

13d ago6:45

6:45

Shopify merchants kept begging forums for the same quick theme fixes. One developer bundled all his proven snippets behind a $15 monthly paywall—and 170 store owners are happily copying, pasting, and paying. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job…

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Ep. 3228 - Weekend Workshop: When Getting Fired Becomes Your Best Break 7:15

14d ago7:15

7:15

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: if he hadn’t been pushed, he wouldn’t have made the leap. Side Hustle School features a new episode EVERY DAY, featuring detailed case studie…

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Ep. 3227 - Q&A: “Why won’t TikTok followers join my newsletter?” 5:19

15d ago5:19

5:19

TikTok, Snap, and Instagram fame is fun, but e-mail tends to pay the bills. Today we lay out the follower-to-inbox conversion math, including the moment a list becomes non-negotiable. 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 in…

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Ep. 3226 - Q&A: “Can I legally profit from salvaging barn wood?” 5:03

16d ago5:03

5:03

Old barns can be gold mines—or legal landmines. Today we cover permits, insurance, and realistic margins for turning reclaimed boards into profit. 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 listen…

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Ep. 3225 - TBT: A Guided Journal, a Friend in Need, and 1,000+ Sales 5:59

17d ago5:59

5:59

In this week’s Throwback Thursday segment, learn how a creative project for a friend in recovery became a business, eventually leading to a partnership with a Washington, DC nonprofit. 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 i…

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Ep. 3224 - STORY: Line Chef Makes Millions Cooking Up Apron Empire 7:41

18d ago7:41

7:41

A chef sets out to reinvent the humble apron, growing it to a multi-million-dollar company while still working in restaurants at 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 guided lessons and listener Q&A seve…

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Ep. 3223 - Q&A: “When does a logo actually matter?” 4:37

19d ago4:37

4:37

Today’s caller wonders whether to polish the package or finish the product. We’ll set a two-checkpoint rule that keeps creativity flowing, without turning branding into busywork. 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. 3222 - First $1,000: “CRM Makeovers” for Real Estate Agents 5:56

20d ago5:56

5:56

In this week’s First $1,000 segment, meet the HubSpot whiz who charges Realtors $500 for a three-hour CRM detox—merging duplicates, tagging leads, and automating follow-ups before lunch. 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…

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Ep. 3221 - Weekend Workshop: The Premium Pricing Paradox 7:19

21d ago7:19

7:19

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 $100 Alaska coupon book that sells over and over. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of…

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Ep. 3220 - Q&A: “When is business coaching worth the cost?” 5:35

22d ago5:35

5:35

Coaching can fast-track growth—or drain a lot of money from your bank account. In this short episode, you’ll learn a simple metric to decide whether a pricey mentor is a smart bet or a motivational luxury. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. …

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Ep. 3219 - Q&A: “Can I sell carbon-offset checks to small brands?” 5:54

23d ago5:54

5:54

Green-washing headlines have everyone nervous, and for good reason. Today we design a “quick-check” carbon-audit service small brands will pay for—and keep the workload under two hours per client. 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…

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Ep. 3218 - TBT: I Built a Supplement Guide People Actually Trust 5:50

24d ago5:50

5:50

In this week’s Throwback Thursday segment, learn how a side hustler built a trustworthy supplement guide from one TikTok video, turning it into a $40,000 affiliate 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 fre…