Using Cryptshare for Outlook, you can set a password or have a password auto-generated for each message you want to send securely. Ideally, you should use passwords which are not trivial. But we all know that it is hard to remember passwords which are not trivial. Cryptshare for Outlook solves this problem for you. The upload manager sidebar will keep track of all the passwords that you have set manually or have had auto-generated by Cryptshare. If a recipient calls you and asks for the password, all you need to do is look up the password in the upload manager. The password history will remember the passwords for all transfers which are still available on the server for download and auto-delete older ones.
The passwords are stored encrypted in your local user profile on your computer. To restrict access to passwords, you will be asked for your Windows login password the first time you start Outlook.