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SBS2008

Posted on 2014-04-07
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Last Modified: 2014-04-13
Hi,

Just installed a fresh copy of SBS2008.
The install process seems to be ok, the "Set up your internet address" is all good.
Here are some of my issues

1) if trying to access mail.mydomain.com, the IIS page open but no OWA.

2) If i try remote.mydomain.com, but time out/no display

3) When trying to connect outlook to the exchange, my username password is required (strange as I am logged in). But even with password, password is not accepted

All port are open correctly on router & pointing to its correct location
Firewall also disabled on SBS

Could you please help?

Thanks
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Question by:defrey
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by:Schuyler Dorsey
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1. The correct url for OWA is mail.mydomain.com/owa. Can you confirm you were adding the OWA at the end. If so, what was the resulting page?

2. What is the result of trying to ping remote.mydomain.com? Can it resolve the IP correctly? During the SBS setup wizard, did you leave remote.mydomain.com as the url or change it to mail.mydomain.com?

3. What do you mean it is required even though you are logged in? Are you saying you are logged onto a domain-joined computer and Outlook is still prompting for credentials? If so, it may be the authentication settings of Exchange.
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WORKS2011 earned 250 total points
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Do you have the latest exchange service packs installed?
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by:WORKS2011
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You can download Exchange 2007 SP3 here.

What happens if you run "fix my network" does it report any errors?

Have you configured the cert? My guess it's SP3 is missing.
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by:defrey
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1 . no success
page display: 404 - File or directory not found.

2 . Ping is a no success

3 . Yes, Outlook still prompt for credentials despite being logged in the domain
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by:Schuyler Dorsey
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From a EXTERNAL computer, can you resolve the proper IPs from the hostname?

nslookup mail.mydomain.com
nslookup remote.mydomain.com
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by:defrey
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right.... issue 2 fixed.

My router has management enabled through port 443

but 1 & 3 is still there : - )
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by:Schuyler Dorsey
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What happens when you try to go to remote.mydomain.com/owa instead of mail.mydomain.com/owa
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by:defrey
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1 is now working, yeah!

Except that I can only receive, not send
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by:Schuyler Dorsey
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What happens when you try to send email?
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by:defrey
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it leaves the outbox but I am still waiting to receive my tests!
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by:Schuyler Dorsey
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If it left  your Outbox then it is most likely sitting on your Exchange server. With it being a new server, it would give it a few minutes to show up. I would also make sure to check your Junk Mail folder.

If it doesn't show up, make sure your public IP is not on any SMTP black lists. Go into Exchange Mgmt Console > Tools > Outbound Queue. This will list your email waiting to be sent and the last error message it received.
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by:defrey
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Emails now sending, I just had to set the Smart Host connector

Only issue 3 to solve now

Outlook still not recognising me as a domain user
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by:Schuyler Dorsey
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Is this while you are external or internal to the network? Or both?
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by:defrey
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Do you mean outlook asking for a password? I am logged in to the domain
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by:Schuyler Dorsey
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Yes. Is your issue that Outlook is prompting for password while you are logged into a domain computer?

If so, does it prompt for password while on the network? While external to the network? Both?
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by:defrey
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Password prompt when outlook connect to exchange for first time . Except that no pw prompt
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by:Schuyler Dorsey
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It sounds like you have Basic authentication configured on the server side. To bypass the password prompt and submit your domain creds, it would have to be configured as NTLM.
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by:Schuyler Dorsey
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Also, if it continues to prompt when you open Outlook after it is setup, here is a good article.

http://www.experts-exchange.com/Software/Server_Software/Email_Servers/Exchange/A_2300-Outlook-continually-prompting-for-username-and-password.html
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by:defrey
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Would run the updates & let you know
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by:defrey
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find solution for one off the issue
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