I think you will first have to test Crypt::OpenPGP in a non-server environment with succesively larger files until it breaks or until you reach the size you are prepared to handle.Once you are clear on this, indeed the daemon process you describe seems the best way to handle large files which need long processing times.
CountZero A program should be light and agile, its subroutines connected like a string of pearls. The spirit and intent of the program should be retained throughout. There should be neither too little or too much, neither needless loops nor useless variables, neither lack of structure nor overwhelming rigidity." - The Tao of Programming, 4.1 - Geoffrey James
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