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DRW can be a pain if your daily driver and you regularly go into parking lots. Unless a lot of heavy towing or giant in bed camper is planned, SRW should be enough for most. I got a DRW to pull a 30k gooseneck, and just going to the store or a little league game can be a pain when parking lots...
If you're not for hire, you can get a non-commercial class A. That license allows you to haul a big camper or other personal trailer without a full CDL.
I live north of San Francisco and got mine down by LA. I claimed it while it was still in transit to the dealer and had to wait three weeks. When I did go get it several other salesmen came up to me and said they'd had a bunch of calls on it. The 50 gallon tank was the one option I wanted that...
I was reading the manual for my 21 DRW today, and it said to keep all the tires in the same position, just swap sides. So swap the two fronts, swap the two inside rears, and swap the two outside rears. It said it had with the TPMS.
Go with night. I had an 05 and hated the chrome bumpers and grille. I ordered a 14 Sport 1500, and had a black honeycomb grill and black emblems off an express night edition waiting when it came in. Picked up a night edition dually last week.