Jess, you are really stuck between a rock and a hard place. On one hand do you go with your passion and take another chance on a new Crossfire, or do you play it safe, make a compromise and go with the Jeep. (Something you can live with, but not really what you wanted)
I would have to say that the "odds" are in your favor that you will get a good Crossfire this time, but who knows, you could even wind up with a lemon Jeep. It's a crap shoot everytime you buy anything.
Personally, I'm not so forgiving, if a car bites me on the asp once too often, I cut it loose. (Fool me once shame on you, fool me twice shame on me) but then I've never had a car that I was fanatical about give me any real problems, so who knows, I might make an exception.
I've been known to keep a car a very, very long time if it punches all the right buttons for me, and the Crossfire seems to do just that. If for some reason I had to let it go, I know I would miss it alot.
If you go with what gives you the most satisfaction, then that's what you should do. Because a compromise will only go so far towards fulfilling your real dream, and it will almost always wind up leaving you "wanting" in the end.