Ep. 2959 - TBT: Personalized Travel Itineraries for Digital Nomads
Side Hustle School
Chris Guillebeau
4.7 • 3.3K Ratings
🗓️ 6 February 2025
⏱️ 8 minutes
🧾️ Download transcript
Summary
In this week's Throwback Thursday segment, discover how a travel lover in Lisbon began crafting personalized itineraries for remote workers, helping them find coworking gems and local culture—while earning a solid income.
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
Click on a timestamp to play from that location
| 0:00.0 | With our longtime partner, ShipStation, you can save hours and money every month by shipping |
| 0:04.3 | from all your stores with one login. It also lets you find the best rates among all the global |
| 0:09.1 | carriers allowing you to focus on other parts of your business. Calm the chaos of order |
| 0:13.5 | from a moment with the shipping software that delivers. Just go to shipstation.com and use code |
| 0:17.8 | side hustle to sign up for your free trial. That's shipstation.com |
| 0:21.8 | code side hustle. Guess what? Discover's accepted at 99% of places that take credit cards |
| 0:29.0 | nationwide. You heard right 99%. If you don't think so, maybe it's time to face facts. You're stuck in |
| 0:35.5 | the past. Based on the February 24 Nilsen report, learn more at discover.com slash credit card. |
| 0:44.8 | Lemonada. |
| 0:49.5 | Personalized travel itineraries for digital nomads. |
| 0:57.3 | Welcome, friends. |
| 0:58.2 | Welcome to SaitoSill School. |
| 0:59.5 | Welcome to Throwback Thursday, where we take an in-depth look at someone whose story has evolved since we first feature them. |
| 1:05.5 | Last week, we heard from a microbrewery tour guide in Chicago who turned their passion for craft beer into a hands-on |
| 1:11.9 | business. Today, we're going to go from Chicago to Lisbon. We're going to hear specifically |
| 1:16.9 | from a travel lover who begins crafting personalized itineraries for remote workers, remote workers, |
| 1:23.1 | remote workers, other digital nomads, people who are out and about in the world. This travel lover helps them find |
| 1:28.4 | co-working gyms and local culture and is able to earn a pretty good income for themselves. |
| 1:33.7 | I love that. Being helpful, being useful, finding a way to get paid for it. That seems pretty good |
| 1:38.3 | to me. Again, personalized travel itineries. That's today's focus. Let's hear directly from |
| 1:43.2 | Finn. He is our case study. |
| 1:44.9 | He's originally from the UK, but is now living in Portugal. I'm going to pass the microphone |
... |
Please login to see the full transcript.
Disclaimer: The podcast and artwork embedded on this page are from Chris Guillebeau, and are the property of its owner and not affiliated with or endorsed by Tapesearch.
Generated transcripts are the property of Chris Guillebeau and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.
Copyright © Tapesearch 2026.