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In reality, I would probably try to get used Insight "daily drive" and a 60s MGB if the wife approved. Otherwise, an old BMW 3er and get the wife a 4runner/Tacoma
A Miata....or one of the latest high-mileage offerings (not a Prius)....or, if that doesn't work out, something cheap. I refuse to spend a lot of money on a car that doesn't do something well!!! The great thing about a MINI (especially a Cooper) is that it does so many things well!
I always thought it'd be a 1 series, but having seen and priced them it just doesn't seem interesting or worthwhile. So it'd probably be a 3 series sedan, or - more likely - the Audi A3. I'd hate to leave the BMW family (my last 4 cars were BMW) but their current U.S. lineup leaves me a bit depressed and overall the A3 is a pretty nice car.
But like findude, I am hoping that my "next car" will be none at all. Live in the city, continue working from home, get the Philly Car Share or ZipCar when I really need a car, and end the gusher of expenses and environmental destruction that is car ownership.