Endpoint Encryption

PGP Desktop 10.2 pops up a message when trying to send a encrypted email via Outlook 2010.

Prompts to Disable SSL / TLS

How do I do this in Outlook?  Or what is the recommended config for proper usage of Encrypted emails with Outlook via PGP?

Any assistance is greatly appreciated.

The first of the following Knowledge Base Articles covers troubleshooting email encryption problems with PGP 10.x.  The second is regarding PGP 9.x, but does give better information about how to disable SSL in Outlook.

http://www.symantec.com/docs/TECH149647

http://www.symantec.com/docs/TECH148871

As indicated, SSL must be disabled in Outlook so that PGP can act on outgoing and incoming email.  However, PGP will take care of the SSL encryption when it connects to your servers, so there is no security risk of doing this.  If Outlook was doing the SSL encryption, PGP would not be able to process your email for encryption and decryption because the email would always be SSL encrypted when it receives the email. 

so if I disable SSL/tls on the outlook client then it cannot communicate with the Gmail server.....

still no solution?

When using the PGP email proxy, Outlook does not communicate directly to the Gmail server.  It instead sends email to the PGP proxy, which then acts on the email and subsequently sends it to the gmail server using SSL just as if it had gone directly from Outlook to the gmail server.  This Knowledge Base Article should help with your gmail use. 

Regards to use POP access to your Gmail account.