YMMV--but, in my experience, a single user multiple vehicles in the US can be pretty tough (at least, going from 1 to 2; it seems a lot easier when you go from 2 to 3). I am looking at a new, single vehicle, and this electric F-150 might be it--because I need to be able to carry plywood sheets and my Hyundai subcompact isn't gonna cut it.

I can't speak to the more general, aspirational subculture to which you refer, but the aggravation of multiple vehicles is in some ways the first stop on this tour.