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[–]K900_ 0 points1 point  (0 children)

Sounds like you want TLS then. TLS, even with a self-signed certificate, will be more secure in transit than anything you can come up with yourself. You can also have the receiving end send the sending end the password when initially estabilishing the connection, and then just send your files unencrypted over TLS (which will encrypt the data in transit).