Shlomo Kubitshuk is a digital nomad who has transformed remote work into an art form. Originally from the United States, Shlomo now spends his time exploring different countries while managing his career online.
With a passion for travel and a commitment to productivity, he has built a lifestyle that balances professional responsibilities with the thrill of discovering new places. Shlomo shares practical advice on remote work, productivity hacks, and the challenges of staying connected while on the move. His insights are both honest and actionable, making him a trusted voice for aspiring digital nomads and seasoned remote workers alike.
How did you become a digital nomad, and what inspired you to embrace this lifestyle?
I’ve always loved the idea of blending work and travel. The standard nine-to-five never really appealed to me—I wanted the freedom to set my own schedule and see the world at the same time. It started with a remote job that allowed me to work from anywhere, and from there, I just never looked back. The first time I set up my laptop on a balcony overlooking the ocean, I knew I’d found my path. It’s about making work fit into your life, not the other way around.
What are some of the biggest challenges you’ve faced while working remotely across different time zones?
Time zones can be brutal if you’re not careful. I’ve pulled my fair share of midnight meetings to keep up with teams back in the States. The key is to find a rhythm that works and stick to it. I use tools like World Time Buddy to plan my schedule and make sure I’m not missing calls or deadlines. Setting clear boundaries with clients and colleagues is crucial too. It’s all about managing expectations and communicating effectively.
How do you stay productive without a traditional office environment?
Discipline and routines are everything. I stick to a morning routine no matter where I am—coffee, a bit of exercise, and then straight into work. Finding the right workspace is also key. Coworking spaces are great, but I’ve also gotten pretty good at scouting out quiet cafes with solid Wi-Fi. I use apps like Notion and Trello to keep projects on track and break my workday into focused sprints. When you don’t have a boss looking over your shoulder, it’s up to you to keep things moving.
Is there a place that stands out as your favorite to work from so far?
Lisbon, Portugal, is hard to beat. The coffee’s amazing, the internet is fast, and there’s a huge community of remote workers to connect with. The city has this energy that makes it easy to stay motivated. That said, I also love quieter spots like Chiang Mai, Thailand, for when I need to really focus. Every place brings something different to the table, which keeps things interesting.
What advice would you give to someone considering the digital nomad lifestyle?
Start small. Before you sell everything and hit the road, try working remotely for a few weeks from a different city. Get a feel for what it’s like to balance work with exploring a new place. Budgeting is also huge—unexpected costs can add up fast when you’re traveling. Having a steady income stream is essential, whether that’s freelancing, remote consulting, or something else. Most importantly, be adaptable. Things will go wrong—flights get canceled, Wi-Fi goes down, but that’s all part of the adventure.
Do you ever miss having a permanent home base?
Sometimes, yeah. Living out of a suitcase can get old, and there are days when I’d kill for my own kitchen or a familiar neighborhood. But I’ve realized that home can be a lot of different things—a city, a community of fellow travelers, even just a favorite coffee shop halfway across the world. For now, the trade-offs are worth it. The freedom to go wherever I want, whenever I want, keeps me going.
How do you see the future of remote work evolving?
I think remote work is here to stay, but the way we think about it will keep changing. Companies are starting to realize that productivity isn’t about showing up to an office—it’s about results. I wouldn’t be surprised if we see more hybrid models, where people have the option to work from anywhere but still meet up in person a few times a year. As long as you can deliver on what you promise, the location shouldn’t matter.
What’s the most valuable lesson you’ve learned on the road?
Adaptability is your best friend. No matter how well you plan, things won’t always go the way you expect. The trick is to roll with it, learn from it, and keep moving forward. I’ve missed flights, dealt with power outages, even worked from a ferry once because it was the only place with internet. Each time, I learned something new about what works for me and what doesn’t. It’s all part of the journey.
For someone who hasn’t tried remote work yet, what’s the first step they should take?
Get your tech sorted first—invest in a reliable laptop, noise-canceling headphones, and a solid VPN. Then, try working from a local coffee shop or library to see how you handle the distractions. If you’re comfortable with that, start looking for opportunities to take your work on the road. Remote work isn’t for everyone, but if you’ve got the discipline and a bit of curiosity, it can open up a whole new world of possibilities.
Read more:
The Freedom to Work from Anywhere: A Conversation with Shlomo Kubitshuk