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 Using AVG to scan Gmail E-mail in Outlook

I originally wrote this article on my blog back on December 29th. Please, PLEASE do not reply to this thread with negative comments about Outlook or Outlook Express, AVG, or Gmail. This is purely for end-user benefit.
Thanks for keeping the security forum a friendly place for the open sharing of security information.
quote:
Instructions on how to configure AVG Anti-Virus to scan Gmail e-mail with Outlook. Here is some free advice for users using Microsoft Outlook (and probably Outlook Express except I have not tested it with Outlook Express [OE]).

I recently switched from using Google’s Gmail web interface to using Microsoft Outlook because I have four e-mail accounts. Two ending with @gmail.com and two ending with @johndball.com. My @johndball.com I own and is actually hosted with Google so in reality I have four Google accounts. I wanted to consolidate everything into Microsoft Outlook because I have been using Outlook for my contacts and calendar for a while now and it makes synchronizing with my Blackberry, desktop PC, server, and Pocket PC a snap.

As you might or might not know using Gmail with Outlook and OE requires using Secure Sockets Layer (SSL) instead of the standard POP and SMTP ports. All is fine and dandy except for one small problem, my Grisoft AVG anti-virus was not scanning ANY e-mail downloaded by Outlook or OE coming from my @Gmail or @johndball accounts. Now what? Well after some searching around on the internet I found this nice write-up (although lengthy and a little confusing) on Grisoft’s website about configuring AVG Anti-Virus to scan these e-mails. (AVG is a free Anti-Virus program by the way and can be found at »free.grisoft.com)
Here is the link to the Grisoft article, »forum.grisoft.cz/freeforum/read.···35,48898

If you have not switched from the web interface to Outlook, Microsoft has a nice write-up on how to configure Gmail for use with Outlook and OE at »office.microsoft.com/en-us/outlo···033.aspx

*** Please Note***
I did discovered a problem in the original instructions on Grisoft’s website.

According to Grisoft’s instructions, users are directed to “Do the same with SMTP, using port 587 or 465 (either is a valid port for Gmail), except set the connection type to ’secure to regular port (STARTTLS)‘.” Unfortunately setting the SMTP connection to use STARTTLS denies the SMTP connection to Gmail. I did not realize that every e-mail I sent out in Outlook was not leaving my laptop. I figured this out a few hours ago when I tried to send some time-sensitive VERY important e-mail and the intended recipient was not getting the e-mail. In order to fix the problem, the user needs to change the connection type from STARTTLS to TLS in AVG SMTP.
I used AVG’s built in diagnostic logging function to determine the problem.
“Cannot connect to smtp.gmail.com:465
Connect: A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because connected host has failed to respond. (10060)”
--
"I have measured out my life with coffee spoons..." - T.S Eliot
Ma Blog »www.johndball.com
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« VLC Media Player Vulnerability  


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