Just ticked over 30,000 miles on an April 1st 2011 build V8 gray/black overland with adaptive cruise and QD. Trouble free, no service visits beside the oil changes and that somewhere along the line the rubber bumpers that hold the rear plate away from the tailgate did not get put on. I notice that, except for around the windows, winter road chemicals have a tendency to stain the chrome trim, especially those used in CT. Oh, the 730 radio is a POS in my opinion, but I have gotten used to it. Out the door price was ~46K at the time which included the lifetime zero deductible extended care. Vehicle listed at ~47K.
I usually drive sport mode and in 5 except on the open highway where I use D. That keeps any hesitation to a minimum, although there are conditions where it is slow to respond. We typically get 18 mpg but on occasion have reached 23 on an open highway tank. The vehicle is still tight and a pleasure to drive. I've moved two daughters from apartment to apartment and she tows a heavy U-Haul trailer just nice. There has not been much winter weather to test traction capabilities, which is its prime purpose.. perhaps coincidence? I don't know how I lived all those years without the warning radars and adaptive cruise. Sure makes those 10 hour drives less tiring and stressful. It does wander around the road a bit, needing constant steering corrections. Same with both my summer 20 inch and 18 inch winter wheels/tires.
Current: 2011 Grand Cherokee Overland V8, 2009 Liberty Rocky Mt V6
Previous: 2000 Grand Cherokee Laredo I6, 1979 CJ7 I6 Quadratrac