I recently have several users complaining they can no longer use Outlook (2010) from home. They open Outlook and it tries to load profile but fails after a few minutes. If you click retry it may or may not connect. Most users don't
bother and switch to OWA. I normally VPN in so I never noticed. However, when I do not VPN in it does not work for me either(I'm using Outlook 2013). Outlook Anywhere is configured and had been working for years. I ran every test
imaginable (ex.https://www.testexchangeconnectivity.com/) and each test succeeds. On my laptop, with Outlook connected while connected via VPN, I can disconnect VPN and Outlook will
reconnect. I have another "old" windows 7 laptop with Outlook 2010 at home and it works fine. So it is not consistent. How do I go about troubleshooting this? thanks in advance.
me
edit...
I should also mention that this all might have started a couple of months ago when we decommissioned our 2 Exchange 2003 servers. These 2 servers were the "outside" facing servers for both OWA and Outlook anywhere. We had 2, Exchange 2003 servers and 2 Exchange 2007 servers(Version: 08.03.0213.000 - SP3 Rollup 5). We now just have the 2, Exchange 2007 servers in production