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I'm also in Chicago. I have an early build 07 3.0si, I think January. I've had some of the common problems but everything was taken care of under warranty. I haven't had any major issues (although I'm not primary driver). I think I've sorted everything out with the car. It has been rock solid.
I have heated seats, navigation, third row, comfort access, rear entertainment. Surprisingly, I don't even know if I have sport or not.
I'd look for an 08 with the power tailgate and window shades built in.
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