Written by Jason Montoya. Posted in Community.

How To Become a Digital Nomad in 2025: Location Independence With Jason Long & Kristen Zalatan

Welcome to a listen-to-learn episode of the Share Life podcast. I'm Jason Scott Montoya, and today, I'm here with my friends, Jason Long and Kristen Zalatan where we're going to talk about living the digital nomad lifestyle abroad and how to transition into geographic independence.

Jason Long is an American world-traveling location independent entrepreneur, former private equity CEO, and the founder of Ascendance.coach - an executive coaching company that helps founders with scaling businesses grow into professional CEOs. His fiance Kristen Zalatan helps executives and entrepreneurs with kids, to sort out the logistics of long-term travel abroad. They currently live in Playa Del Carmen, Mexico, and have traveled and lived all across the globe.

Brought To You By SafetyWing

This episode of the podcast is brought to you by our sponsorship partner, SafetyWing. SafetyWing is the digital nomad go-to source for travel medical insurance to provide you with peace of mind as you move around the globe.

Click here to learn more.

What's This Conversation About?

Here are the questions about location independence that we explore in this Listen-To-Learn discussion on the Share Life podcast.

To get our conversation started, what is a nomad entrepreneur?
How did you first get into this lifestyle? What was the biggest challenge in the beginning?
What are the biggest misconceptions people have about being a digital nomad?
How does someone transition from a traditional job to a remote-friendly one?
What are some beginner-friendly ways to earn an income while traveling?
How do you choose your destinations? What factors matter the most?
What’s your approach to visas, taxes, and financial planning as a nomad?
This episode is brought to you by our partner, SafetyWing. They provide digital nomads with travel insurance. You've used them before, so let's talk about how you handle health insurance, banking, and other essential logistics while traveling.
What’s a typical day like for you as a nomad entrepreneur?
What are the biggest challenges you’ve faced while working remotely from different countries?
How do you maintain discipline and productivity while constantly moving?
How do you combat loneliness and build a community as a nomad?
What are common mistakes new nomads make, and how can they be avoided?
What’s one piece of advice you wish you had when you started?

Watch: Click here to watch this discussion on Youtube directly, or click play on the embedded video above to begin streaming the interview. Click here to subscribe to my YouTube channel.

Listen: Click here to listen in on Spotify directly, or click play below to immediately begin streaming. You can also find this discussion on Pocket Casts, Itunes, Spotify, and wherever you listen to podcasts under the name, Share Life: Systems and Stories to Live Better & Work Smarter or Jason Scott Montoya.