So there are reports of upgrade pending going to upgrade denied. Has anyone had the upgrade clear on one segment and the second disappear?

I called UA and they claim I am "on the list" for the flight in question. But the other screwy thing is that the return trip is on CO flights but doesn't show up at all. When I view the PNR on CO it shows the UA outbound and CO return but it doesn't show 1 of the 2 UA segments that I actually cleared on.