At about 850 miles harsh shifts and clunks when shifting. Brought it to the dealer and they did TSBs to update the trans software. This happened numerous times over the year and a half we owned it. It seems I would get harsh shifting and sometimes also such hard downshifts that you thought you got rear ended (really). I would then bring it in for another TSB (there were numerous trans TSBs during the 1 1/2 years I owned it. After each TSB it would be ok for a while then after a couple of months its like it forgot the new software and would start shifting roughly again. Then Chrysler would come out with a new TSB to "improve the shift quality". It would work for a while then start shifting crappy again. Finally it also started having poor throttle response. At about 10 to 20mph if you stepped on the gas gently to accelerate it would not respond at all and then if you stepped harder it would peel rubber and take off. No middle ground and it drove "nervously" back and forth like the trans was trying to find a gear. On a forum for the 2014 - 2015 Cherokee some owners were actually having to have complete transmission replacements on new vehicles with only a few hundred miles on them. Finally we gave up on ours at about 6,500 miles and traded it in on the Explorer. The Jeep could have been a great vehicle. It had the off road suspension, was a 4x4, had a four low gear and hill descent control with a select terrain knob similar to the explorer's. But some owners were actually getting stranded due to trans issues and I didn't want to be one of them. That would have been really bad on some off road trail in the middle of nowhere. If you do a search and read reviews you will see that the nine speed in that vehicle was not ready for prime time and some of us that purchased it were like lab monkeys in an experiment. It was my first and last Jeep. Sorry for being too long but I wanted to try and answer your question fairly. Now we are a two Ford family and I should have bought an Explorer from the start. Lesson learned. Our Explorer drives great and we also have much more room than the Cherokee had.