django-encrypted-filefield
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Session-based decryption?
Is it possible to load the key for decryption on log-in?
Encryption is done synchronously with a password (this isn't public/private key crypto), and the password is configured as a settings value at server start time, so probably not, sorry.
It's a good idea though, and you can probably leverage much of this project to do it if you're so inclined. Just respect the terms of the license and fork away 😉