Have you changed your thoughts on keeping said car long term? If so I think it changes things quite a lot especially if you are just going to keep it for x ammount of months and then flip it , maybe you should go for something more frivorless (i.e. something you wouldn't buy yourself) giving you an opportunity to live as you described it "the baller lifestyle" and then latter go for practicality.
i still have to rely on it to get to work everyday, so i'm prob not going to go for some super exotic option. just something nice with good resale value.
altough i wouldnt go for a second hands alfa, they have a pretty bad history in used cars...
if you really want a good used car, buy a bmw, you wont regret it
BMW seems like the best choice right now.
Shame the Alfa was a lot of fun. I've got a brand new 320 and love it. Although, as you can tell. It's all about Benz. If you can afford one, go for it!
Life is too short to drive shit cars.
Benz don't seem to hold their resale value as well as BMW. i only looked quickly, but that's the initial impression i got.