Ep. 3184 - Q&A: “How can a coast-to-coast road trip pay for itself?”
Side Hustle School
Chris Guillebeau
4.7 • 3.3K Ratings
🗓️ 19 September 2025
⏱️ 7 minutes
🧾️ Download transcript
Summary
A coast-to-coast road trip sounds expensive—unless you turn the highway into a revenue stream. Today we map out five travel-friendly hustles that can cover gas, motels, and maybe even a little 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 listener Q&A several days each week.
Show notes: SideHustleSchool.com
Email: team@sidehustleschool.com
Be on the show: SideHustleSchool.com/questions
Connect on Instagram: @193countries
Visit Chris's main site: ChrisGuillebeau.com
Read A Year of Mental Health: yearofmentalhealth.com
If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼
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 the show: SideHustleSchool.com/questions
Connect on Instagram: @193countries
Visit Chris's main site: ChrisGuillebeau.com
Read A Year of Mental Health: yearofmentalhealth.com
If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼
Hosted on Acast. See acast.com/privacy for more information.
Transcript
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| 0:00.0 | business owners are built differently and there's nothing more satisfying than your business keeping up with you. |
| 0:05.8 | But of course, sometimes your growth outpaces what you can handle, especially when it comes to shipping. |
| 0:11.1 | That's why I'm so grateful to our longtime partner, ShipStation, been helping us out for many years, |
| 0:15.3 | been helping out many of our listeners as well. With ShipStation, you can make all your packages |
| 0:19.9 | count and save up to 90% off rates on all |
| 0:22.7 | major carriers. Basically, if you ship out product, you're going to save money with ShipStation. |
| 0:27.4 | I've heard it over and over from our listeners, and that's why I'm happy to partner with them. |
| 0:32.3 | Upgrade to shipping software that does more than keep up with your business. Shipstation propels it |
| 0:36.2 | forward. Start your 60 day free trial at Shipstation.com code hustle. Once again, shipstation.com code hustle. |
| 0:46.6 | Lemonada. |
| 0:51.3 | Have you ever been on a coast-to-coast cross-country road trip? |
| 0:59.5 | Have you ever gone out west or I guess gone out east? |
| 1:03.3 | Coast-to-coast road trip is fun. |
| 1:05.5 | It's adventurous. |
| 1:06.4 | It can also be expensive. |
| 1:08.5 | Unless, of course, you turn the highway into a revenue stream. That's what we're |
| 1:12.7 | going to talk about today, an idea from a caller. We're going to map out five travel-friendly side hustles |
| 1:17.8 | that can cover your gas, your hotels, your food, maybe even a little profit along the way. |
| 1:23.3 | This route from a listener is going to go from Rhode Island to Los Angeles, 3,000 miles. |
| 1:28.2 | And she wants to know, how can I get some road-specific income? |
| 1:31.3 | How can I capitalize on the fact that I'm passing through dozens of cities and small towns? |
| 1:35.8 | Well, as I said, let me give you a couple of ideas. |
... |
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