Originally Posted by
Amon_Ra_
If you have an upgrade processed (SWU/mileage) on one leg, it wont offer you an upgrade on the other leg. Have dealt with this multiple times this year.
I have also - if you accept the buy-up in the app only on one leg as well. This makes ZERO sense... until you remember this is AA IT.

If it looks like F is getting full on the outbound, but wide open on the return, I might pay for the OB upgrade. Sometimes, I would like to pay for the return upgrade later, but I guess AA does not want that revenue. Like many things on AA... just stupid.