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In the past, we've used Keka. But it seems as of 10.9 it does not support 256. Any tips are gladly appreciated!

Reference: https://github.com/aonez/Keka/wiki/ZipAES

Keka is capable of compressing Zip files using AES cypher. By default it uses Zip Legacy 2.0, since is the most supported on all systems.

To enable AES cypher, open the Terminal.app and type this command:

defaults write com.aone.keka ZipUsingAES TRUE

To disable AES cypher, open the Terminal.app and type this command:

defaults write com.aone.keka ZipUsingAES FALSE