grand cherokees have 5k on the hood... that will help. plus, one of the few FCA vehicles with mark-up...
anyway, surprising about both the headlights and brakes... did they get submerged off-roading or something? i found them grabby as hell in the summit i was just driving... plus all the active brake assist and all that seems to help. headlights, this one would have the active highbeam as well, so it will bump up to highbeam whenever the situation calls (and you aren't blinding your fellow motorists)... lights are always a tough one... we all want ours to be the brightest, but if someone coming at you has the best, you are blinded and are cursing at them.
the suspension, glad you noted the harshness at times. that one i just had out seemed decent (it was an 18... which is what you'll get if you shop for one right now) compared to last years... in off-road II mode, the suspension did NOT like bumps... the new one seems to have a little bit of travel in reserve.
the summit is nice and all, but i'd just be going for an overland if you want luxury, or trailhawk (with luxury group) for more rugged nature but still the toys... still has the suspension and all that, but you can buy em in the mid 50's right now.