Re: 2014 Transmission Issue...maybe?
I Think I Fixed My Rough Shifting 8sp Transmission
Try either the battery disconnect or fuse disconnect mentioned in this thread to reset the transmission. The transmission reset eliminated the characteristics you described for almost all of the people who tried it.
Current: 2015 Jeep Grand Cherokee Summit 4x4 -- Granite/Dark Sienna, 5.7L HEMI V8, Platinum Series Group, Skid Plate Group
Past: 2014 Jeep Grand Cherokee Overland 4x4 -- Granite/Beige, 5.7L HEMI V8, Quadra-Drive II, Advanced Technology Group