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Side Hustle School

Ep. 2959 - TBT: Personalized Travel Itineraries for Digital Nomads

Side Hustle School

Chris Guillebeau / Onward Project

Business, Entrepreneurship, Careers

4.83.3K 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: [email protected]

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

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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

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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

...

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