Outlook 2007 prompts for password and OAB sync errors with Exchange 2007 on SBS 2008
I am just about at my wits end researching this problem. I have checked my client’s certificate, autodiscover settings, dns settings, outlook anywhere policies....nothing. In Outlook 2007 on the workstations I'm getting the typical errors with this: 16:40:33 Microsoft Exchange offline address book 16:40:33 Not downloading Offline address book files. A server (URL) could not be located. 16:40:33 0X8004010F AND Task 'Microsoft Exchange' reported error (0x8004010F): 'The operation failed. An object cannot be found.' On the server, I've tried the following: - In EMC, created a new OAB with a different name - In EMC, checked the Internal and External URLs (https://remote.slconst.com/OAB) - In EMC, changed Outlook Anywhere authentication from Basic to NTLM - Added DNS entries for autodiscover and remote Added a SRV record to the DNS record on Network Solutions. Environment: SBS 2008 with Exchange 2007 SP2 Win XP SP3 and Win 7 – both with Outlook 2007 When I do the whole Ctrl + Right-click on Outlook on the workstation and run the test. I first get a Security Alert which basicly states the following: autodiscover.slconst.com Information you exchange with this site cannot be viewed or changed by others. However, there is a problem with the site's security certificate. (green check mark) The security certificate is from a trusted certifying authority. (green check mark) The security certificate date is valid. (red X) The name on the security certificate is invalid or does not match the name of the site. Do you want to proceed? Yes No View Certificate If I click View Certificate, I get the public certificate for the domain, which is for remote.slconst.com Then I click Yes and get the following: Attempting URL https://remote.slconst.com/Autodiscover/Autodiscover.xml found through SCP Autodiscover to https://remote.slconst.com/Autodiscover/Autodiscover.xml starting Autodiscover to https://remote.slconst.com/Autodiscover/Autodiscover.xml FAILED (0x800C8203) Autodiscover to https://slconst.local/autodiscover/autodiscover.xml starting Autodiscover to https://slconst.local/autodiscover/autodiscover.xml FAILED (0x800C8203) Autodiscover to https://autodiscover.slconst.local/autodiscover/autodiscover.xml starting Autodiscover to https://autodiscover.slconst.local/autodiscover/autodiscover.xml FAILED (0x800C8203) Local autodiscover for slconst.local starting Local autodiscover for slconst.local FAILED (0x8004010F) Redirect check to http://autodiscover.slconst.local/autodiscover/autodiscover.xml starting Redirect check to http://autodiscover.slconst.local/autodiscover/autodiscover.xml FAILED (0x80004005) Srv Record lookup for slconst.local starting Srv Record lookup for slconst.local FAILED (0x8004010F) AUTODISCOVER GET SETTINGS END Outlook prompts for username and password when you first open Outlook and then it does it randomly throughout the day. These are all computers that are part of the domain and the users all have local admin rights on their computers. Any help would be greatly appreciated.
January 24th, 2011 8:55pm

I'm guessing that you need the internal URL in the certificate.Ed Crowley MVP "There are seldom good technological solutions to behavioral problems."
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January 24th, 2011 11:46pm

That's a good guess, use a SAN/UC certificate and add the internal URL and you will be fine In addition, if there's any other problem regarding this error code you can check this link for troubleshooting http://msexchangeteam.com/archive/2007/04/19/437902.aspxJonas Andersson MCTS: Microsoft Exchange Server 2007/2010 | MCITP: EMA 2007/2010 | Blog: http://www.testlabs.se/blog | Follow me on twitter: jonand82
January 28th, 2011 6:21am

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