Combine or attach file question

I receive many pdf files via e-mail each day. These files are "claim" files that I process. I save them on my pc to each employees name/folder. My question is, when I process a claim we print a regular check and then I print a copy of the check into pdf format and store it in the employees folder. So now I have a pdf copy of the claim and a pdf copy of the check, both separate files. I then either combine the files into one or attach the check to the claim pdf file. Is there an easier way to do this? Is there a way when I print the copy of the check into pdf format that it can be sent, attached or combined with the claim pdf without going through the manual steps of combining or attaching? Or can somone suggest a better way to do this?
Thanks,
Mike