Using PKZIP to zip and encrypt OUTLOOK email attachments
Outlook now supports ‘zipping’ of attachments from inside the application. Once you
attach a file and select Send, the PKZIP plugin will ask you what you would like to do
with the attached file.
When sending an email with an attachment, the following dialog box will pop up when
the Send button in clicked.
A checkmark in the ZIP checkbox will allow PKZIP to “zip” the attached file(s), which
will shrink the size of the file(s). When the Include UNZIP Instructions checkbox is
checked, it will include instructions in the message on how to unzip the attachment(s).
If you do not want PKZIP to zip the file(s), uncheck the ZIP checkbox.
Once you have selected the settings that you want, click the Continue button to perform
the requested operations and send the message.
You can encrypt the attachment(s) by placing a checkmark in the Encrypt with password
using AES (256bit) checkbox. Placing a checkmark in the Encrypt with password using
AES (256bit) checkbox and clicking the Continue button will show the following dialog
The password must be at least 8 characters. The sender must supply the recipient with the
password in order for the recipient to decrypt the attachment(s).
WARNING: As noted above, if you encrypt the attachment(s), you must supply the
password to the recipient to allow him or her to decrypt the attachment(s). DO NOT
include the password in the email!! It would not be very secure to encrypt the
attachment(s) and include the decryption password in the message. Most attachments do
not need to be encrypted.
Enter the password into the Password and Confirm Password textboxes, and then click
OK to zip and encrypt the attachment(s) and send the message.
NOTE: Clicking the Skip button on this dialog box will zip the attachment(s) and send
the message, but it will not encrypt the attachment(s).
You can click on the Help button in the lower right hand corner of both dialog boxes
shown below as a first step in answering any questions that you may have.
When the Do not ask me this question next time checkbox is checked, as shown below, it
will save your settings, and the dialog box will not pop up when you send emails with
If you uncheck a checkbox and set the dialog box to not display again, you can change
the zip and encryption settings from within the email message.
The button highlighted below will open the PKZIP options dialog box.
Click on the Mail icon in the Categories list on the left side of the dialog box as shown
You can select the settings you want from here then click Apply and OK to return to the