By Trevor Fenner | Updated 2026
I left Los Angeles in 2016 with no fixed destination and a laptop.
I’d been running ecommerce businesses through Ecommerce Paradise well enough to untether myself from a physical location, and Southeast Asia had been on my radar for years as the obvious place to test what a genuinely location-independent life could look like. What I didn’t know going in was that I’d end up living in three different cities across two countries before finding the place I actually wanted to stay.
This is the honest version of that journey, including why each city worked or didn’t, and why Bali kept winning every time I compared it against the alternatives.
Chiang Mai: A Good Start, but Missing Something Important
My first stop after leaving LA was Chiang Mai, where I lived through 2016 and into 2017. For a first base in Southeast Asia it was a sensible choice and I don’t regret it.
The digital nomad infrastructure in Chiang Mai is genuinely excellent. The cafe culture on Nimmanhaemin Road is real, the internet is fast and reliable, the cost of living is among the lowest in the region, and the creative community of remote workers and entrepreneurs is well-established. I got a lot of work done in Chiang Mai and I understood immediately why it had become the canonical digital nomad destination it was at the time.
But there was something missing for me that I couldn’t quite articulate at first: the skate scene was almost nonexistent. There were some street spots around the city and a run-down skatepark that wasn’t worth making a special trip for. Skateboarding has been central to my life for as long as I can remember and having no real skate community around me created a gap in the daily experience that I didn’t fully appreciate until I moved somewhere that filled it.
Chiang Mai’s smoke season was also a real consideration. Between March and May, agricultural burning in the surrounding region pushes air quality to genuinely unhealthy levels. Many long-term residents leave during those months entirely, which introduces a kind of forced nomadism that doesn’t fit the stable-base model I was trying to build.
Chiang Mai is a great city and I’d recommend it to anyone whose life doesn’t depend on a skate scene. For me it was the right first chapter but not the final answer.
Bangkok: Better Skate Scene, Wrong Visa Situation
After traveling around the region for a while I settled in Bangkok from roughly 2018 into 2019. Bangkok was a step up in several dimensions that mattered to me.
The skate scene was meaningfully better than Chiang Mai. Back then Bangkok had Queen’s Park, Dreg Park, the big park at the university, and some other spots outside the city. It wasn’t a world-class scene but it was something real, enough to skate regularly and connect with a local community of people who shared the same passion. Nowadays Bangkok has developed more parks and the scene has grown considerably, but even at the time it was enough to make the city feel more like somewhere I could actually live rather than just work.
As a city, Bangkok is genuinely impressive. The BTS Skytrain means you can get almost anywhere without dealing with the ground-level traffic chaos. The food scene is world-class at every price point. The infrastructure is modern, the international community is enormous, and the energy of the city is its own thing entirely.
According to Asia Lifestyle Magazine’s 2026 comparison of the best digital nomad cities in Asia, Bangkok ranks highest for overall city convenience and world-class transit among Southeast Asian nomad hubs. That tracks with my experience. If you want a city that functions like a modern metropolis at a fraction of Western costs, Bangkok delivers.
But Bangkok didn’t end up being my long-term home, and the reason is straightforward: the visa situation caught up with me.
I’d been doing too many visa runs, too many border trips, too many entries and exits without proper planning, and Thai immigration eventually pushed back. Thailand has a well-known pattern of scrutinizing travelers who show too many recent stamps, and I hit that wall. If I’d done it properly, gone back to the US and gotten a proper six-month METV like I should have, I probably wouldn’t have had the problem. But I was in a complicated personal period at the time. I was in the middle of separating from my first marriage, a relationship that had become genuinely toxic, and I was trying to build a new life on this side of the world rather than flying back to deal with logistics that felt painful to confront. So I kept pushing the visa situation in Thailand until it pushed back.
That friction with Thai immigration was the practical tipping point that turned my attention fully toward Bali. It wasn’t the only reason but it was the final one.
Why Bali Won
The first time I really skated in Bali I understood immediately that something was different.
Amplitude, the skatepark in Bali that became my regular spot, was the best skatepark in Southeast Asia and the broader Oceania region at the time I arrived. That’s not hyperbole. For someone who had been making do with run-down parks and street spots across the region, skating Amplitude for the first time was genuinely revelatory. The construction, the bowls, the overall quality of the facility, and the community of skaters who used it regularly were all at a level I hadn’t encountered since leaving the US.
But the skatepark was just the beginning. Bali’s overall skate culture, the street spots, the other bowls scattered around the island, the traveling pros and amateurs who came through regularly because of the scene, the filming culture around Paradise Skate Mag, all of it added up to something that felt genuinely alive in a way that Chiang Mai and Bangkok hadn’t quite delivered for me.
Beyond the skating, Bali offered things that I hadn’t fully anticipated valuing as much as I did.
The air quality is different from Bangkok or any of the larger Southeast Asian cities. Clean island air sounds like a cliche until you’ve spent a year in Bangkok and then take your first real breath in Bali. The physical sensation of the environment, the warmth without the pollution, the green without the dust, is genuinely good for you in ways that show up in your energy and your mood.
The natural environment around Bali is extraordinary. Surfing, snorkeling, scuba diving around the island and neighboring Nusa Penida, day trips to Lombok and the Gili Islands, volcano hikes on Java a short flight away. Living in Bali means having access to some of the best natural experiences in the world as a regular part of life rather than a vacation itinerary.
The nightlife and social scene in Bali, particularly around the Bukit and Canggu areas, is active and international in a way that doesn’t require you to be a party person to appreciate. There are people from all over the world building interesting things, and the density of that community in a relatively small geographic area creates opportunities for connection that larger cities sometimes diffuse.
And Indonesia itself, the culture, the people, the language, the food, the spiritual texture of Balinese life in particular, drew me in deeply. I developed a genuine love for Indonesia that goes well beyond lifestyle optimization. The country got under my skin in a way that Thailand, which I also love, never quite did to the same degree.
The visa situation in Bali was also consistently easier than Thailand had been. Indonesia never gave me the kind of problems that eventually pushed me out of Bangkok. That combination of everything I wanted in a place plus a manageable residency situation made the decision straightforward.
What Happened Next
I came to Bali in 2019 at a personal inflection point. I was separating from my first wife, wanting to build a completely different kind of life, and Bali was the place where that new life actually took shape.
I met my current wife at the Bukit Bowl. We got married in 2022. We care for nearly twenty cats at our home in Bali. The personal life I was trying to build when I left Bangkok is the life I’m actually living now.
The professional life followed the personal one. Ecommerce Paradise grew significantly once I was in a stable base with a lifestyle that genuinely fueled creativity and focus. Electric Bikes Paradise runs well from here. Paradise Skate Mag is a product of the scene I found when I arrived.
Da Nang: The Challenger Worth Watching
I’d be doing this comparison a disservice if I didn’t mention Da Nang, because it has become genuinely compelling for a certain profile of digital nomad.
According to reporting from WebProNews citing Business Insider data, Da Nang has surged to become the world’s fastest-growing digital nomad hub heading into 2026. It offers coastal living at costs that undercut Bali by 30 to 50 percent across the board, improving coworking infrastructure, and a quieter expat community that appeals to people who are done with the social intensity of Canggu.
For someone without personal roots in a specific place, Da Nang is worth serious consideration. The visa situation is slightly more friction-heavy than Bali without an official digital nomad visa, but it’s manageable. The skate scene is minimal, which matters to me and won’t matter to most people.
The Honest Bottom Line
Each of these cities taught me something and gave me something real during the time I spent there. Chiang Mai gave me a first taste of what location independence actually felt like in practice. Bangkok gave me a bigger skate scene and a more urban experience that sharpened what I actually wanted. Bali gave me everything else.
According to Asia Lifestyle Magazine’s Southeast Asia digital nomad cost comparison, Bali remains unmatched if you value a robust nomad ecosystem, diverse landscapes, world-class surf and wellness, and a genuine long-term community. That summary holds up against my own experience across all three cities.
The best base is the one that fits your specific life. Mine is Bali, and it’s been Bali since 2019. The skatepark that amazed me when I first arrived is still the best in the region. The island that got under my skin is still the one I want to wake up on every day.
The tools that make running businesses from here practical: Wise for managing money across currencies, SafetyWing for health coverage that travels with me on regional trips, and Google Fi for reliable mobile data wherever I end up in the region.
And the business that makes the whole lifestyle possible is Ecommerce Paradise. If you want to build the kind of location-independent income that gives you real choices about where to live, the free beginner’s guide is the starting point and the masterclass covers the full system.
Trevor Fenner is the founder of Ecommerce Paradise, an education and services platform for high-ticket dropshipping entrepreneurs. He has been building location-independent ecommerce businesses since 2013 and currently lives in Bali, Indonesia.

Trevor Fenner is a Seattle-born entrepreneur, skateboarder, and expat who left Los Angeles in 2016 to build a location-independent life in Southeast Asia. After living in Chiang Mai and Bangkok, he settled in Bali in 2019, where he has been based ever since. He is the founder of Ecommerce Paradise, an education and services platform helping entrepreneurs build high-ticket dropshipping businesses, and operates Electric Bikes Paradise, an ecommerce store specializing in electric bikes, scooters, and mobility equipment. He also runs Paradise Skate Mag, a skate media project documenting the Bali skate scene and broader skate culture, and is building Bali Cat Paradise, a blog centered on the nearly twenty cats he and his wife care for at their home in Bali. Trevor writes about ecommerce and entrepreneurship, expat life in Southeast Asia, and the lessons skateboarding has taught him about business and life.



