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Outlook connects via HTTPS not TCP/IP when connected to LAN

Posted on 2007-08-06
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Last Modified: 2013-11-05
On most of our laptops, I enable Outlook 2003 to be in cached mode, using the "Connect to my Exchange mailbox using HTTP" option.  I always uncheck the "On fast networks..." and the "On slow networks..." using HTTP first options.  I have found that on random occasions when setting up laptops this way, the laptops consitently connect via HTTP when on the Local Area Network (100MB speed).  It's very annoying for the user, as it will ask them to log on each time they open Outlook.  This is understandable when they are away from our office on a different network and want to connect, but why isn't the TCP/IP connection method not working when on the LAN?  I am trying to give the user access to their exchange mailbox without using VPN when on the road, but I would like them to connect "normally" when in the office LAN, and logged into the domain.  On occasion, I have found that if I disable the Exchange over the Internet option, then re-enable it, it start working properly.  I do have a few computer working just fine, but there always seems to be a problem when we get new laptops in.
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Question by:jbobst
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Sembee earned 1000 total points
ID: 19640815
Personally I wouldn't worry about it.
Simply change the authentication option from basic to NTLM in Outlook and ensure that integrated authentication is enabled on the /rpc virtual directory on the server. Then they will get no authentication prompts if the client machine is a member of the domain.

Simon.
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by:jbobst
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Thanks for the advice Simon.  I didn't realize you could do the "integrated authentication".  I found that option under properties on the "exchange" site in IIS, and put a check mark in there.   Is that all that needs to be done on the server side?  (we already have the NTLM authentication enabled...maybe that was my problem...but I don't quite understand what that authentication means, so I'll research that).

Jeff
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by:Sembee
ID: 19650075
It is unfortunate that Microsoft don't use the same terminology on the server and Outlook. I am surprised that it worked at all if you had NTLM enabled on the Outlook client and didn't have integrated enabled on the /rpc virtual directory. After making the change you do need to run an IISRESET for it to take correctly and be written to the IIS metabase.

Simon.
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by:jbobst
ID: 19658475
As usual, thanks for the help Simon!
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