Progressive recently doubled my premium because they couldn't pull a DMV report. I got on the phone with them and got it resolved easy enough, the woman was able to pull one while I was on the phone with her. She apologized and credited it me back the difference. Of course I got paperwork from them bot coming and going. I happened to notice on the last package I got that I was being charged $6 per policy period for "Loan/Lease payoff". I paid this vehicle off 3 years ago so it definitely registered a WTF with me.
I immediately got on the phone with them and the rep said he could only credit me back $6 and no more. I asked to speak to a supervisor and told him I had notified them that the loan was paid off the day I made the final payment. I told him the date and he said he would research it and call me back in 15 or 20 minutes. He did. He said he was able to find the recording of the phone call when I had called so he's refunding me the entire amount back to Dec 08. It's not much but it's my money. Yea, it's my fault for not catching it sooner but like I told him, I trusted them and I should not have, my bad.

But imagine them still have a record of a phone conversation that happened 3 years ago and being able to listen to it. Scary, really.
Lesson learned, always go over your paperwork and never assume everything is OK.