I also appear to be having a similar issue with a different assignment (Special Air Service: Land Ace). Ive managed to complete: As an allied solider, deal 500 to enemy planes, however the other two (deal 1000 damage to enemies in a transport as an allied/axis) with the requirement to complete one of them is no longer progressing. They were in progress a few days ago, however now im sitting at about 80~90% (likely 800 damage and 900 damage respectively) on both with neither updating in the time that I've played. I've attempted every vehicle with no luck.
EDIT: Ive found the issue, the wording on the assigment was not entirely clear if I had to be in a transport damaging enemies, or if I had to damage a transport carrying enemies. Think it needs to be a bit clearer :P
