Well, those visas that allow you to work in SV don't grow on trees. (And you'd have to put up with California and the US.)

If you do have an American passport, you get a double-whammy in opportunity costs: you can already work in SV, and you still have to pay American taxes even when you are not working there.

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The government housing in Singapore can be quite nice. But yes, you are going to live in a high rise tower, most likely. Not a country house.

Some people prefer urban living and short commutes.

One effect that I only appreciate after living in Singapore for a while and then visiting elsewhere: the peace of mind not having to look after all you stuff when you are out and about. In Berlin or London or New York, I need to constantly worry that someone would nick my laptop, if I leave it on the table in a cafe when going to the loo.