Just to tweak this a bit, Disney has no idea what someone bought the ticket for from UT or other resellers, the only number in the history will be what UT paid for the ticket in the first place, which will be considerably less than what you paid UT.
I've upgraded UT tickets countless times and had no problems, but the key is knowing EXACTLY how much you should be paying. Ask the CM to price it out before doing anything to the ticket and if the numbers don't match up (and the CM is unwilling to make them match correctly), simply ask for your ticket back and say you need to think about it. Go to another ticket window or guest relations office.
This. I ended up paying way too much for upgrading UT tickets to APs 2 years ago at EPCOT. The CM messed other things up, too. I didn't get it fixed until after I got home.
We are considering doing it again this summer. If we do, I will do it at DHS and I will know exactly what the difference should be. And I will specifically mention price bridging.

