Originally Posted by
mugatu
check out these posts for answers:
http://www.flyertalk.com/forum/showthread.php?t=876087
http://www.flyertalk.com/forum/showthread.php?t=872011
If your upgrade doesn't clear before you check in, you can transfer yourself to the departure waitlist at the airport when you do check in - either using OLCI or by phoning after you've checked in to make sure you've been transfered.
If you are still waitlisted before doing OLCI, you won't be able to check in on-line unless you remove yourself from the waitlist, check in, then add yourself to the departure waitlist.
Good luck.
I've always been able to OLCI when on the waitlist for an upgrade, and then have also been able to get on the standby list at the airport.
Note that calling after doing OLCI won't help, as reservations does not have access to the airport system and they won't be able to get you on the standby list after OLCI.