Thanks for all of the help.
I took it in for some warranty work (and to be fleeced by the dealership and my extended warranty). My water pump was going out and was spraying fluid everywhere. I also had a broken pinion nose bushing on my front differential. Those were covered under my extended warranty.
However, my leaking transmission/O-ring is not covered, and surprisingly enough neither is the seat belt. The seat belt is not a necessity at this point, so I am just forking out $240 (~$100 for parts and ~$140 labor) to fix the leaking tranny plus my deductible. One would think the faulty old design of the 3.7L O-ring causing a leak that could eventually short out the wiring harness would be a recall. It is what it is.
Since the seat belt is not covered, I will try the spray lube in the seat belt to see if that helps it. Otherwise, I got the part number (1ey441d5aa and D5 for the interior color) so if I have to replace it, I could probably find it cheaper online.