Most of the modern encryption products offer a Windows-based plug-in for recent Outlook versions. Examples include Virtru, HP/Voltage, AppRiver’s CipherPost, and DataMotion’s SecureMail. These add a “send secure” button in the Outlook toolbar, so when you are ready to send a protected message, you just have to click on this button and the software takes care of the rest of the encryption process. If you are sending a message to someone within your own domain, most systems will also make it easy to decrypt the message. If it is to an external user, they will receive a link to an encrypted message that another click or two will decrypt.