Paranoid

Does PGP compress the text before it is encoded? Does this allow a cracker to search for the compression's signature after every attempt? Is there a checksum that a cracker could use to test for success after every attempt? Would using UUENCODE on the text and deleting the "begin/end" lines before encrypting it have a synergistic effect on the difficulty of cracking a secret key from that particular message? Is there an easy way to generate keys larger than 1024 bits?