Email Signing and Encryption using Microsoft outlook 2010 Prerequisite a. The user s email account has been added and correctly configured into Microsoft outlook. b. The user has an authentication certificate. The email address in the Subject alternative name of the certificate must match the email account configured on Outlook. This guideline OS based on Microsoft Outlook 2010. Other versions of Microsoft Outlook may vary in getting to the dialog boxes. Getting Started This manual covers the following topics: Digitally Sign All your Messages Digitally Sign a Single message Install your Recipient s Public Key
Digitally sign all your messages 1. Click on File tab then Options. 2. Click on trust Center.
3. Click on Trust Center Settings. 4. Under Encrypted Mail, select the Add digital signature to outgoing messages check box.
5. Under Digital IDs click on Export/Import then browse and search for your Authentication certificate. Enter your password and assign a digital ID name. Click Ok. 6. If a window just like the one below appears click on Set Security level.
7. If you want to enter your password everytime your certificate is used meaning (everytime you send an email ) select High. If you do not want to enter your password evertime you use your certificate select Medium. 8. After you select your preferred security Level click Next then finish. 9. You email is now set to digitally sign all email. If your receiver s public key is stored in your keystore Outlook will automatically send an encrypted email. If however the public key is not stored in the windows keystore Outlook will automatically send a Signed email.
Digitally Sign A Single Message. 1. Create a new message, in the Options group, click the Digitally Sign Message button button image. NOTE If you don't see this button, click the Options Dialog Box Launcher in the lower right corner of the Optionsgroup to open the Message Options dialog box. Click the Security Settings button and in the Security Properties dialog box, select Add digital signature to this message. Click OK and then close the Message Options dialog box. 2. To Encrypt message click on the Encrypt this message button 3. In order to encrypt a message your receiver s public key should be in your key store. (See how to install receiver s public key)
How to install your receiver s public key 1. Ask your intended receiver to send you a signed email. You will know if an email is signed if you see a ribbon beside the sender s name. You can click on the ribbon to see the sender s information. 2. Right click on the sender s email on From field. Click on Add to outlook contacts. 3. Once you have added the contact the certificate will also be saved. Verify by clicking on Certificates.
4. You should see something like the one below.
How to Encrypt your Email Prerequisite: a. The receiver s public key should be installed in outlook contacts. 1. Click on File tab then on Trust Center.
2. Click on trust Center. 3. Click on Trust Center Settings.
4. Click on Email Security 5. Check the Encrypt contents and attachments for outgoing messages. 6. You can now send encrypted email. Open a new message and click on Options. Click on Encrypt.