On taxes, I'm sure somebody on HN knows better than me, but you are rarely 'double-taxed' under 200k as you say. The first 90k or so is exempt, plus any foreign

On taxes, I'm sure somebody on HN knows better than me, but you are rarely 'double-taxed' under 200k as you say. The first 90k or so is exempt, plus any foreign tax you pay you can claim as a non-refundable deduction on your US return. Singapore is an amazing country that is really geared towards making things easy for expats. The chewing gum thing is a bit of a red-herring. Ending up in jail for a minor offence is not something you generally have to worry about.