I can't answer all your questions, but I'm sure there are those on here that can. I own a roadster, limited, auto stick with the sprint booster, and it's a kick to drive, has a ton of zip, and I love it!
I can or do drop the top several times a day since I live in the PNW. We have a lot of rainy days as well as partly sunny. When it's decent out, down goes the top.

The wing is cool...at high speeds, I think it stabilizes the car. You can keep it up full time if you want, but I let the speed dictate whether my wing is up. SRTs have a fixed wing.

Test drive a Xfire...you will love it. There is a great deal on ebay from a member of the forum. Worth a look see...
Good luck!