oulook anywhere proxy setting uncheck after reboot

I have outlook anywhere setup on couple remote user and every time they reboot there computer the proxy sitting uncheck it self then it says disconnected.

I have one computer working fine with the same configuration  so I am confuse, any help will be appreciated
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Simon Butler (Sembee)ConsultantCommented:
The setting is controlled by Autodiscover.
Do you have Outlook Anywhere enabled in Exchange?
If so, is the external URL populated?

If Autodiscover is not setup correctly the machine could be getting its settings from somewhere else, such as your web host.


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Gregory7711Author Commented:
Yes I have outlook anywhere enable on the exchange server, the funny thing it works on my laptop fine, and I have the same setting in the other, that why I am puzzle.
Mark GalvinManaging Director / Principal ConsultantCommented:
At this remote site - could GPO be cancelling the setting?
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Gregory7711Author Commented:
this is not a remote site, It just a couple users that work outside the office.
Mark GalvinManaging Director / Principal ConsultantCommented:
So no GPO's being applied to them that would resit this setting?
Gregory7711Author Commented:
No, everything were working fine until few days ago and have not make any changes are do any updates on the server.
Simon Butler (Sembee)ConsultantCommented:
You may not have changed something, but your web host may have done.
You need to an Autodiscover test within Outlook to see what information is being returned to the client.

Gregory7711Author Commented:

I've test the connection and everything seems fine, I am running out of option.
Simon Butler (Sembee)ConsultantCommented:
Did you do the test from outside of your network?
I am seeing so many problems recently with Autodiscover being disrupted by changes made by web hosts that it is almost becoming the first thing to check.

You could also setup a test account and then run it through Microsoft's test site at https://testconnectivity.microsoft.com/

Gregory7711Author Commented:

When I run the test the only exception I get is.

Analyzing the certificate chains for compatibility problems with versions of Windows.
  Potential compatibility problems were identified with some versions of Windows.
 Additional Details
Every other check return fine.
Simon Butler (Sembee)ConsultantCommented:
That is a fairly normal configuration "error". It is because of changes to the root certificates that are constantly going on, which Microsoft no longer apply to the oldest versions of Windows.

If you browse (externally) to https://example.com/Autodiscover/Autodiscover.xml what happens?
That is the root of your public domain name. You must do it from outside of your network.

Gregory7711Author Commented:

I get the message below when I try to login

<?xml version="1.0" encoding="UTF-8"?>

-<Autodiscover xmlns="http://schemas.microsoft.com/exchange/autodiscover/responseschema/2006">


-<Error Id="1046638289" Time="19:51:46.5971812">


<Message>Invalid Request</Message>




Simon Butler (Sembee)ConsultantCommented:
Two things.

1 - that error is to be expected on Autodiscover, because you aren't an Outlook client.
2 - if that was to the root of your domain (as per my instructions) from an external machine AND the root of your domain does not point to your Exchange server, then you shouldn't have got anything - certainly not that XML response.
That suggests that my first suggestion - the problem being at your web host, is indeed the case.

Seth SimmonsSr. Systems AdministratorCommented:
This question has been classified as abandoned and is closed as part of the Cleanup Program. See the recommendation for more details.
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