troubleshooting Question

outlook 2010 prompting for username and password sbs 2008

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Veerleft asked on
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I have a SBS 2008 server with exchange 2007 patched to sp3 rollup 6 as of today.
I installed office 2010 on the server so that remote users can connect and use
The problem is that outlook repeatidly prompts for a username and password.
When the username and password is entered its happy for 5 mins and then goes again
clicking the remember me box does not solve this issue.
i have checked the kernal authentication in IIS as per many posts and patched office
I have read some posts on auto discover settings although struggle to find a definitive post that could highlight a problem.
We are using sbs self signed cert
I have attached a sreen shot of the credentials prompt. It shows that its asking for the .com user and then puts in the .local user below
please can anyone offer any advice as the director is the user who remotes in and he is getting frustrated, he reports that this issue is causing outlook to crash at times too
im desperate to get this resolved
many thanks mb
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