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Hello Rob,
Maybe you haven’t looked into the key sharing feature + secure folder with AxCrypt. It sounds like the right thing for your scenario.
Each user has his/her own password that (s)he sets individually. Users of a particular folder on a network drive for example, designates it as a ‘Secured Folder’ in AxCrypt, and then sets the users that all files in that folder should be openable by. That’s it. Existing files will be set to include the recipients, and new files will automatically also have the same recipients.
The normal workflow once you’ve set up the secured folder and the default recipients for that folder is trivial. No nightmare!
(Currently an inconvenience is that the configuration of the recipients is kept local in each users computer, and thus each user who creates new files do need to set up the same list of recipients. We’ll improve this in the future.).