Don't worry about my post, I finally got it to go.. Windows Vista man!
It sounds like something hasn't been deleted or followed properly if its saying missing carrier escort. Nothing personal against you, just wanna help and yeah its frustrating!
Its my suggestion, but others probably have other thoughts but create a new manilla copy (being the original). Name it something different in case you overwrite both (which I have done at times). Then apply the latest patch., being v1.3 for doomsday
To locate Hearts of Iron 2 Doomsday
Open Windows Explorer. Search for Program Files. Then "Paradox Interactive", then the corresponding file for Doomsday which be "HoI2dd". I only have HoI2 original and HoI3.
Open the file and you will see the folders:
* \music (only if you use the 1914 music pack!)
Delete the folders. Whole.
If you have the same problem post on this thread again.
Hope it works for you