I just bought a Grand Cherokee, I was looking at newer ones but ended up getting a 2015 with low miles and in great condition. The reason I got the older one was due to the all electric power steering in the new ones. 2015 was the last year they made the power steering hydraulic. I'm not an alarmist, but there have been some reports of wobble when towing.
Apparently, the problem with the all electric power steering is that when the Jeep is being towed, the power is off to the steering, and it provides no dampening when an oscillation starts and it can quickly get out of hand. From what I read, the only way to stop the wobble is to come to a full stop. The hydraulic system does provide dampening, thus the oscillation doesn't progress.
Here's a video of a 2014 Cherokee with all electric showing the problem:
https://www.youtube.com/watch?v=fwgUAJaeECIGranted, the reports are few, and under specific conditions (low speed, rough roads, when making turns), but I figured I'd be happy with an older one just the same and avoid the potential problem all together.
On a related note, Jeep admitted to this problem a few years earlier with the Cherokee, and issued a fix (at the consumer's expense). If I remember correctly, it consisted of an extra wiring harness or something, that required the vehicle to be powered on when towing - it activated the power steering to dampen the oscillations. As of a few months ago when I was looking, Jeep had not acknowledged the problem with the Grand Cherokee, and the fix for the Cherokee was not usable on the Grand Cherokee.