Known Co.com or System Bug which prevents check in?
 

I am a Plat member traveling with a friend on the same itinerary LAX-EWR. On waiting list for a possible upgrade for both of us roundtrip. 24 hours in advance of flight, I received an email stating wait list expired, but if I checked in now, I would be added back on the waitlist. I then try to check in online and receive an error message that I need to see agent for assistance at airport. I call CO technical support and I am informed that since I was still on the waitlist for the return flight, I could not check in online. I was then offered the opportunity to split the record in order to be able to try to get on the upgrade list for myself. I politely said no since I did not want to deal with EWR (even supervisors) telling me that the Plat companion still has to pay for bags like the last time I traveled with a friend. I also don't want my friend to have a lower status on the waiting list since if it is on my record, it will be as a Plat. Does anyone know if this is something they are working on correcting? Thanks.

1) Sounds like your record is out of sync because of the upgrade pending. I'd try again and then call the electronic support desk and specifically ask if the record is in sync.

2) Your companion's chance for an upgrade has nothing to do with being on the same PNR as you.