What about the new Audi S7? I think that is one of the best looking cars. I don't know when it goes on sale in the US though. I agree with a lot of the others though. The CTS-V Wagon would be my choice.
Wagon? Why I did look at the CTS-V coupe, I could not see myself driving a shooting-brake. While I acknowledge that they are fast and luxurious, I am just now a fan of the angular look of new Caddys. And, I prefer the new RS5 over the S7.
I agree, as long as you have a CPO warranty to cover the occasional random $5000 thing that breaks. Love the RS5 idea, but it may feel like buying the same car twice, which for me would be boring.