Outlook 2007 repeatly asks for password to connect

Posted on 2010-01-09
Medium Priority
Last Modified: 2012-05-08
We have some external users using Outlook 2007 on their laptops.  When traveling, they get prompted for exchange server authentication when launching outlook.  If they click cancel, mail never updates and Outlook says Trying to connect to Exchange in the lower right corner.  How can I prevent the box from prompting to authenticate when the user needs to enter Domain/username and Password every time they boot and try to update Outlook and reach the file server?  In addition, we have a security policy where users must change their network passwords every 90 days.
Question by:checkonetwo
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Accepted Solution

tl121000 earned 500 total points
ID: 26275063
LVL 11

Expert Comment

ID: 26275088
You'll always need to authenticate to Exchange before you can update mails.  For external users, when they're off your company LAN, how do you connect to Exchange?  Is it by VPN or RPC over HTTP?  VPN based solution may be able to avoid the prompt, if you get VPN to connect first.
LVL 74

Assisted Solution

by:Glen Knight
Glen Knight earned 500 total points
ID: 26275117
First thing to do is make sure you have at least Rollup 9 installed for Exchange 2007

Then the following 2 websites provide solutions to the above.
I have had mixed comments some say the first work and some say the second work but the second one seems to be winning at the moment:


See the section about enabling Kernel Authentication: http://social.technet.microsoft.com/Forums/en-US/exchangesvradmin/thread/0c94187d-bc97-4fa5-9413-e8762a25a360

also make sure you have an autodiscover.domainname.com record in your external DNS that points to the same IP as your OWA URL.

The domainname.com is the bit after the @ of your email address.

You also need to make sure you have a UCC/SAN certificate that contains the following records:

owa.domainname.com (your OWA URL)
servername.internaldomain.local (the FQDN of your exchange server)
SERVERNAME (The NETBIOS name of your server)
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Expert Comment

ID: 26469363
Any progress made?

Author Closing Comment

ID: 31675046
Confirmed this info, now working well.
owa.domainname.com (your OWA URL)
servername.internaldomain.local (the FQDN of your exchange server)
SERVERNAME (The NETBIOS name of your server)
LVL 74

Expert Comment

by:Glen Knight
ID: 26816678
checkonetwo > your closing statement seemed to suggest you had done exactly what I advised in my post.  Can you please advise what was in the first post that helped you?  

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