Interesting morning. Dealership sent a porter to pick me up at home, in my car. Porter tells me that the service manager (SM) drove it and couldn't recreate the problem, but that he was waiting to take a ride with me. So the SM takes a ride with me. I'm cruising about 40, WOT up to about 60, let off gas, and the transmission stays in 2nd/3rd until the car coasts down to about 25mph, then upshifts. SM is surprised and comments that he had not completely floored it. (I thought about telling him how I had explained it 2-3 different ways to the service department rep in an attempt to make it so clear a child could understand it, but thought better of it.) I try it again, and this time it upshifts after about 1.5 seconds! So the SM directs me to a nearby office park under construction so that traffic will not be a concern, and we try it from a standstill, and the car shifts normally!
Tried it from 30 mph and the car upshifted after about a second. SM comments that the TCM is constantly learning and being trained by the inputs the driver is triggering based on a persons driving habits. Bottom line was I could not recreate with the same severity (not upshifting for several seconds) what happened on the very first attempt with the SM in the car. SM says he wants to talk to a Chrysler engineer on Monday that works at some Chrysler facility in Atlanta. He wants to see if the engineer has heard about anything like this because he hasn't seen or heard of it before now himself. He told me to pay close attention to speed & rpm as I drove the car and to log those when this problem happened. It does seem that problem only occurs within a narrow set of parameters.
The financial guy that was supposed to have set up the Lojak says it was Lojaks issue with not showing up. He says he's going to set it up so that they will come to my home to install it. The remote start appears to work like a charm, and the cool vanilla mud guards I had installed look nice.

On the loaner, I was told that some 300c's qualify for a loaner, but mine doesn't. I'm not sure what's up with that and I wonder what kind of crap your dealers have layed on you about that?
In any case, the salesman told me he would loan me out a used car for future service work if I needed one, but he couldn't loan me out a new one. All in all I'm some what less disappointed with the dealership than I was last night. The SM spending 30 minutes with me was more than I expected. I'm going to wait and see what develops next week and try to grab a firm range of speed/rpm for the SM as he asked for over the next couple of days.
Sorry for the length of this post, but I figured a few folks that have had transmission or dealership problems might be interested. :dunno: I'll update as appropriate...