Be careful about that cultural isolation. I'm an arch-introvert with mostly online friendships. I lived in a small mountain community alone for a year and was happy enough. But I tried working from Ukraine for 3 months, and although it was fascinating, the cultural isolation made me leave. It's a strange feeling, almost like you aren't on the same plane as the society you're in, or as if you're watching from a bubble.
Cultural isolation defines me as a person. So no problems there. How did you like Ukraine? Where were you based? Was it cheap and comparable to Thailand for a place to bootstrap in?
The isolation is extreme when it's an unknown language and non-"western" culture. Though I would still consider Ukraine relatively western.
I was in Luhans'k, an industrial city with a college district, located near the eastern border with Russia. I worked remotely from a euro-style ($1200/mo) flat. It was 4 years ago.
I loved walking around the city in the snow, looking at shops and markets. The local tech scene was pretty much dead, at least for a foreigner who didn't speak the language. It might be as cheap as Thailand, but probably less accessible and fun. I have yet to visit Asia. I couldn't handle continuing to bootstrap there because of my isolation.
Edit: I think you'd have MUCH better luck in Kiev.
I believe even better chances in Lviv, in terms of not feeling so isolated.
The West of Ukraine is more orientated to the European Union, than the East of Ukraine, which looks towards Russia and has a large ethnic Russian population.
My, albeit brief, experience in Lviv was that enough people spoke at least basic English enabling me to communicate. Knowing German also helped in many cases, as did learning at least the basics of Ukrainian for simple daily situations.
Housing is expensive, if you want something other than a badly fading Soviet era apartment on the edge of town. Food and entertainment is reasonably cheap.
