if you're getting a 2014 Rubi, the axle shafts are beefier than previous models and I believe run 1350 joints - save your money until you actually need them.
agree 1350 drive shafts, Tom Woods are good shafts, just be sure to request Spicer or Neapco u-joints.
Stock SS should suffice provided the lift is installed properly.
Evo Enforcer would provide a great DD ride with the Bilstein 5100's, personally I have Clayton and it's served me well, I've driven a JKU with enforcer and the springs provide a little softer ride on the road - but it's all relative I suppose.
pinch seams already trimmed on newer models
you'll want to get a Procal or Superchips to fine tune tire size to trans shift points as well as getting the option to control TPMS, tune and other fun stuff...
depending on how hard you plan to play offroad, you may consider a PSC Motorsports steering assist with 37+ tires
if the dealer is installing the lift you will pay a premium, if they pitch the covered under warranty card, make sure they spell it out clearly - the dealer covers the lift, not Chrysler.
welcome ! :beer: