We own a consulting firm now for vehicle purchases, nationwide, and usually stay away from the higher end trims for those reasons. Air ride, few want nor is it recommended, and at the end of the day, not much else is different vs. a Limited. Go Limited Luxury II with panoramic, cooled seated, etc. and you have it all.
Get ANY 2018+, 7.0" or 8.4", and you have the latest UConnect with CarPlay anyway. Lots of trim options. to choose. Great mix.
FCA "reliability" is no different than any other modern vehicle. I worked for Honda/Acura for 6+ years, and came to realize, driving dynamics aside, the build quality was a mix (or a mess), the refinement stunk, and still issues.
Before the Jeep, there was a 2011 GMC Terrain, a 2013 GMC Terrain, and a 2016 Traverse. None went in for any issues, per say, but all had miserable infotainment that would crash, black out, or stop working (aside from the 2011 without a touch screen) and poor powertrain dynamics. Buy a 1st 6 months Alfa Giulia...it'll be finnicky. Buy a Grand Cherokee, you've been fine for 8 years, and each year the powertrain tuning is even better.