For most people, the idea of working from a beachside café or a mountaintop town sounds like a dream. For Shlomo Kubitshuk, it’s just a regular Tuesday. He didn’t set out to build a brand or chase a trend—he simply wanted to work in a way that matched how he lived.
Born in Asheville, North Carolina, Shlomo grew up in a family of educators. His mother taught high school English, and his father was an IT instructor at the local community college. “There were always books and old computers around,” he says. “I got hooked on both.”
In high school, he joined the robotics club and helped launch a digital media group. He was also a cross-country runner and contributed stories and graphics to the school’s literary magazine. “I was into building things—websites, stories, whatever I could learn on my own.”
After graduating in 2009, Shlomo attended Champlain College in Burlington, Vermont, to study Digital Media and International Studies. Two years in, he started taking freelance gigs on the side and realized he was learning more from clients than from coursework. “At some point, I stopped seeing the point of waiting four years to start working. So I left and went all in.”
That decision would shape the rest of his life.
From Freelancer to Full-Time Nomad
Shlomo’s first experiment with remote work happened almost by accident. He took a short trip to Berlin, brought his laptop, and managed a few small projects while exploring the city. “I was working from a café and realized, if I can do this here, I can probably do it anywhere.”
He didn’t immediately sell everything and hit the road. Instead, he started working remotely more intentionally—testing new cities, learning how to stay productive on the move, and figuring out the essentials: good Wi-Fi, quiet places to work, and a solid routine.
How He Makes It Work
Discipline, not freedom, is what makes remote work sustainable for Shlomo. He follows a consistent daily structure: early coffee, some light exercise, then into focused work by 9 a.m. “If you don’t take control of your time, the travel part eats the work part.”
He uses Trello and Notion to manage projects and World Time Buddy to juggle time zones and carries a compact tech kit that includes noise-canceling headphones, a mobile hotspot, and backup chargers. “I’ve worked from ferries, airport lounges, and beach shacks, but only if the signal’s strong. If the internet fails, the rest doesn’t matter.”
One challenge he often faces is managing meetings with clients back in the U.S. “I’ve done plenty of midnight calls. It’s not ideal, but if you plan your day around it, it works.”
The Best Places to Work Remotely
Shlomo doesn’t keep a home base, but he returns to a few places regularly.
“Lisbon is amazing for remote work. Fast internet, walkable neighborhoods, and great coffee. Plus, the digital nomad scene is strong—you’re not doing this alone.”
Chiang Mai, Thailand, is where he goes when he wants to focus. “It’s slower, more relaxed. Great food, quiet spaces, and easy access to nature.”
He also enjoys Mexico City for its culture and coworking options and Bali for its health-focused lifestyle, though he adds a word of caution. “Instagram doesn’t show the power outages or motorbike traffic.”
Over more than a decade of working remotely, Shlomo’s learned one key thing: adaptability matters more than tech skills. “You can be the best coder or designer, but if you panic when your flight gets canceled or Wi-Fi drops, you’ll struggle.”
He also emphasizes the need for boundaries. “When your work and your life blend together this much, you have to create structure. Otherwise, you burn out or lose focus.”
If you’re thinking about becoming a digital nomad, Shlomo’s advice is clear: don’t leap blindly. “Start with a trial run. Work remotely from a different city for a few weeks. Figure out what throws you off.”
Also, have a steady income before you commit. “Whether it’s freelance, consulting, or a salaried remote job, you need to know your bills are covered before worrying about which city has the best coworking space.”
Why He Started Nomad Insights
Recently, Shlomo launched Nomad Insights, a personal blog where he documents lessons from the road. It’s not promotional or polished—it’s practical. He writes about Wi-Fi tests, budgeting strategies, travel safety, and mental health while living abroad.
“I wanted a space to share what actually works. No fluff. Just what I’ve learned, so someone else doesn’t have to make the same mistakes.”
Shlomo’s lifestyle isn’t for everyone. He knows that. But it works for him. He’s not chasing viral videos or passive income. He just wants the freedom to live where he chooses and still do good work.
“It’s not about escaping responsibility,” he says. “It’s about building a life that fits you—and doing work that travels with you, not work you have to travel for.”
