Try hitting Testexchangeconnectivity.com (it's a Microsoft service) or running 
the Test-OutlookConnectivity  tasklet and send the report. 

But what you have above (below) shows that you're not reaching a POP(3) server 
at the given IP address.  Any chance you're talking to a different DNS server 
with the firewall on .vs off?

-- Jim

On Mar 17, 2013, at 6:02 PM, Gerald Waugh <[email protected]> 
wrote:

> On 03/17/2013 05:36 PM, Chris Buechler wrote:
>> On Sun, Mar 17, 2013 at 4:47 PM, Ermal Luçi <[email protected]> wrote:
>>> Try enabling on the rule to allow ip options.
>>> It might be that the packets are being dropped due to having ip options in
>>> them.
>>> 
>> Outlook shouldn't be using IP options, we'd have had a flood of
>> problem reports if that were the case with any degree of consistency.
>> 
>> Without having a packet capture it's hard to say. My guess based on
>> the description is the machine with Outlook has a network
>> misconfiguration of sorts where its traffic isn't hitting the firewall
> Thanks for the response.
> It is several Outlook IPs that will not work correctly.
> the outlook client connects but does not complete and error on server is "no 
> auth attempts"
> error on the client:
> Task '[email protected] - Receiving' reported error (0x8004210A) : 'The 
> operation timed out waiting for a response from the receiving (POP) server. 
> If you continue to receive this message, contact your server administrator or 
> Internet service provider (ISP).'
> 
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