Windows XP Machines Always Prompt for Credentials (Exchange 2013, Outlook 2010)

I am running Exchange 2013 on Server 2012 Datacenter (VM).  Windows 7 clients with Outlook 2010 work fine.  Windows XP clients with Outlook 2010 prompt for credentials (user name and password) each time Outlook is started, and checking the "Remember
my password" box does not prevent this from happening the next time.  The "Always prompt for logon credentials" checkbox on the "Security" tab of the "More Settings" section of the Exchange account is not checked.  I have found a myriad of posts
with similar issues, but they all seem to have to do with SBS/Exchange 2007, and I haven't come across something that works as a solution for me.  One suggested certificate issues, and I was having certificate security warnings, but I got that resolved. 
I am hopefuly that the fact that this only happens on Windows XP will be telling.

Proxy settings:
auth_param ntlm program /usr/bin/ntlm_auth --helper-protocol=squid-2.5-ntlmssp
auth_param ntlm children 50
auth_param ntlm keep_alive on
auth_param basic program /usr/lib/squid3/squid_ldap_auth -R \
-b "DC=domain,DC=local" \
-D "CN=Squid Proxy,OU=TI,OU=Domain,DC=domain,DC=local" \
-W passldap \
-f "sAMAccountName=%s" \
-h domain.local
auth_param basic children 20
auth_param basic realm Domain Internet Proxy
auth_param basic credentialsttl 8 hours
external_acl_type ADS children=50 ipv4 ttl=60 %LOGIN /usr/lib/squid3/squid_ldap_group -S -K -b "DC=domain,DC=local" -f "(&(objectclass=person)(sAMAccountName=%v)(memberof =CN=%a,OU=Domain,DC=domain,DC=local))" -D "CN=Squid Proxy,OU=TI,OU=Domain,DC=domain,DC=local" -s sub -W ldappass domain.local
tks.

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    ClearCategories                                             : True
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    Carl
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    Ensuring that "Always prompt for logon credentials" is unchecked.
    Setting "Always prompt for logon credentials" to disabled via registry (see
    http://support.microsoft.com/kb/2984912)
    Confirming that Autodiscover is able to connect (http://www.microsoft.com/en-us/showcase/details.aspx?uuid=e8db028a-06f4-45fb-aff1-e8ac896d29c5)
    Deleting the Autodiscover.xml file so that it is recreated
    Doing an Online Repair of Office 365.
    Reinstalling Office 365
    Recreating the user's Windows profile.
    Ensuring all applicable Windows updates and Office updates are installed.
    Changing Proxy Authentication from Basic to NTLM (will not connect with NTLM)
    The machines this is occurring on are on a new domain that we are in the process of setting up. The user accounts are still on the old domain. Cross-domain trusts are set up in both directions and all other services are working fine. GPO settings across
    both domains have been set up to be identical. The issue occurs on computers that were built directly on the new domain as well as computers built on old domain and migrated over. Machines that are not domain joined or are still on the old domain are not experiencing
    the issue.
    If any of you could provide any insight or other steps that we could try I'd greatly appreciate it.
    Thanks

    Hi,
    For the issue that Outlook keeps prompting for password, I usually suggest users follow the steps in this article below, but apparently you have tried almost all the steps:
    Why does Outlook keep prompting for password
    I've seen some similar issues that were caused by an old "network driver", which for some reason caused a wrong server name to propagate up from the network layer to the application layer. Updating the network driver would fix the issue, I'm
    not sure if this works in your scenario though.
    Regards,
    Melon Chen
    TechNet Community Support
    It's recommended to download and install
    Configuration Analyzer Tool (OffCAT), which is developed by Microsoft Support teams. Once the tool is installed, you can run it at any time to scan for hundreds of known issues in Office
    programs. Please remember to mark the replies as answers if they help, and unmark the answers if they provide no help. If you have feedback for TechNet Support, contact
    [email protected]

  • Outlook 2013 on Windows 8.1 keeps prompting for username and password.

    Hi,
    I have a HP Pavillion TouchSmart laptop with MS Windows 8.1 OS. I had installed MS Outlook 2013 Standard. This laptop is joined to the domain like many of my users, however, it keeps prompting for username and password. The emails are still able to send
    and receive without any problem.
    I have tried to check the connectivity, both cables and wireless are well connected.
    I have tried to reinstall the Outlook 2013, but it still occurs.
    Attempted to recreate profile but it still occurs.
    For the configuration:
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    "Always prompt for login credentials"
    Please advise.
    Thank you.

    Hi,
    We can also follow this forum FAQ to troubleshoot this problem:
    Why does Outlook keep prompting for password
    http://social.technet.microsoft.com/Forums/en-US/bcd2d9c2-1a1b-4446-bf32-69fee8cdf11b/why-does-outlook-keep-prompting-for-password?forum=outlook
    Regards,
    Melon Chen
    TechNet Community Support
    It's recommended to download and install
    Configuration Analyzer Tool (OffCAT), which is developed by Microsoft Support teams. Once the tool is installed, you can run it at any time to scan for hundreds of known issues in Office
    programs.

  • Outlook 2013 Continually Prompting For Credentials

    After migrating to Office 365 & installing Pro Plus 2013, Outlook 2013 (32-bit) continues to prompt for credentials even though it shows the mailbox as connected to Exchange.
    To stop this prompt, I've done the following:
    Removed Outlook credentials from credential manager
    Removed/recreated Outlook profiles & renamed "outlook" folder found at C:\User\"username"\AppData\Local\Microsoft\ to "Outlook.old" so Outlook will recreate the folder upon restart.
    Checked Security tab of "more settings" of the mailbox to make sure "Always prompt for logon credentials" isn't checked.
    Please someone give me guidance as to what else the issue could be.

    Hello,
    How did you set the Logon network security under More Settings on the Microsoft Exchange
    Security tab? Please make sure it's not set to a value other than
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    To verify this, please follow these steps:
    1. Launch Control Panel.
    2. In Control Panel, locate and click
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    3. Click Show Profiles, select your Outlook profile, and click
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    4. Click E-mail Accounts, select
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    6. In the Microsoft Exchange dialog, select the
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    dropdown, select Anonymous Authentication and click
    OK.
    8. Click Next and click
    Finish, and then click Close on the Account Settings dialog.
    9. Click Close on the
    Mail Setup dialog, and click OK to close the Mail control panel.
    Please let me know the result.
    Reagrds,
    Steve Fan
    Forum Support
    Come back and mark the replies as answers if they help and unmark them if they provide no help.
    If you have any feedback on our support, please click
    here

  • Office Web App Prompting For Credentials Externally Only

    We deployed an office web app server and it works great internally, but whenever we try to access documents externally, we are prompted for credentials.  Even if we put our credentials in, we always get a 401 forbidden error.  Also note that
    we can access the hosting/discovery page fine internally, but not externally.  Any help is appreciated.

    Hi,
    According to your description, I think this issue is more related to SharePoint, I suggest that you could post it to
    SharePoint forum.
    Regards
    Starain
    We are trying to better understand customer views on social support experience, so your participation in this interview project would be greatly appreciated if you have time. Thanks for helping make community forums a great place.
    Click
    HERE to participate the survey.

  • Outlook Anywhere Prompts for Credentials only for Outlook 2010, not Outlook 2013

    I'm having a heck of a time with this one.  We have Exchange 2010 on premise, with our filtering through EOP.  Clients that are using Outlook 2010 Professional Plus are continuously getting prompted for credentials when off network and relying
    on Outlook Anywhere.
    I've read many threads about configuring credential manager appropriately for the internal domain and our external domain.  I can get them to authenticate just fine, and email flows, but they continue to be prompted everytime they connect again.
    Here is the kicker:  When I install Outlook 2013 on the same computer, outlook anywhere functions just fine, no problems, no authentication prompt.
    Like I said I have read a plethera of articles and threads about this, I have gone through all settings on Exchange, our edge server, our firewall, our certificate.  The MSSTD string matches our "Issued To" string.  NTLM authentication
    is configured on both the client and the server.  Appropriate settings are configured on the firewalls. 
    Anyone know why Outlook 2010 would have this problem, but not Outlook 2013 on the same computer, same user, same mailbox database?  
    Thanks in advance!!!

    I'd still Echo Ed's original question.
    Do you have Outlook 2010 patched up?  At this time you need to be on SP1, and SP2 by October the 14th.
    Also I expect you to have a recent update ontop of that as well.
    http://blogs.technet.com/b/rmilne/archive/2014/04/14/office-2010-sp2_1320_-do-you-need-to-upgrade_3f00_.aspx
    Cheers,
    Rhoderick
    Microsoft Senior Exchange PFE
    Blog:
    http://blogs.technet.com/rmilne 
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      XING:
    Note: Posts are provided “AS IS” without warranty of any kind, either expressed or implied, including but not limited to the implied warranties of merchantability and/or fitness for a particular purpose.

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