When Don Draper, of the TV series Mad Men, "makes it" he buys himself a 1962 Cadillac Coupe de Ville. What car will you buy when "you've arrived" and want to show it?

While B.J. Novak may be content with his black Audi A5, we're not so limited when it comes to our aspirations. El Werto wants a German car, but would prefer an Audi R8 TDI. Not surprisingly, Wes will be happy with a Cadillac CTS-V or a garage full of bikes and a Dodge Sprinter. Didorosi? He'll take anything Lamborghini. Personally, I feel nothing says "I've made it" like an Alfa Romeo 8C, which is both classy and gorgeous but stands out against the many Bentleys and Bimmers.

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Send an email to Matt Hardigree, the author of this post, at matt@jalopnik.com.