You can encrypt a file to N users in GPG with only one output file, and require only one of the corresponding private keys to decrypt. More information here [0]

You can encrypt a file to N users in GPG with only one output file, and require only one of the corresponding private keys to decrypt. More information here [0]; TLDR, it encrypts with a symmetric key then includes the symmetric key encrypted with the public key of each recipient. [0]: http://security.stackexchange.com/questions/8245/gpg-file-size-with-multiple-recipients http://security.stackexchange.com/questions/8245/gpg-file-si...