Longer post, I'm curious where I went wrong! I tried this for the first time on my red eye on SFO to EWR (family weddings, they never end). I definitely set up everything correctly on the front end--correct number of miles debited, class XN confirmed and class IN requested, etc.
Day of there were 15 seats booked and one seat available. Couldn't get to the airport too early so I tried calling the web call back number, but they informed me the last seat was a revenue seat and that I'd have better luck going to the airport.
Got to the airport about 1.5 hours before my flight. The premier access agent told to try at the gate. (I'd read that the lounge agent might have better luck, but the UA lounge is terminal A and maybe under construction(?) and I was out of Terminal C etc etc) I went to my gate and asked. At this point, all 16 seats were booked but one person hadn't checked in.
The first person I spoke to had no idea what I was talking about, told me I was 6th on the upgrade list. I reiterated that I wasn't an upgrade passenger but had paid for the business class seat with miles and should be waitlisted as PR-1. He called up an agent, talked and typed around for a while, then hung up and said that it was taken care of.
Here is my mistake--tired and hungover as I was, I didn't check that I'd moved to the top of the upgrade list, because I assumed that he'd taken care of it!
When I glanced up with ~15 minutes to go before boarding started, I realized I was still listed at 6/6 on the upgrade list. I went back, and this time both the original gentleman and another lady were there. They were adamant, through and through, that there was no way I could be on the PR-1 list because I had only paid $5 for my ticket. No phrasing I could come up with seemed to shake them of this point--"the other passengers would have paid more in actual money for their ticket and then used an upgrade; because you didn't pay for your ticket you cannot be above them, it's all about the money, the system takes the inputs and generates the list" etc etc
It was really time to board by this point--it was a completely full flight--so I took their names (Yvonne and Cliff, if anyone is interested) and morosely sat in my seat while glaring at the blue check mark next to the person who did get the seat which I thought would be mine.
SO -- in summary -- has anyone else encountered this? Is this new? Should I have said something else? (the worst) were they right?