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breichard

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Authentication Issue with Exchange 2003

I have a customer with and old Exchange 2003 Enterprise Edition with SP2 and all updates.  The server it's running on is a no-name server and very old.  The customer has a file/print server which also Windows Server 2003 Enterprise Edition (SP2, fully updated), but running on an HP DL380 with lots of horsepower and nothing to use it on.  I have installed Exchange, same version, fully updated, onto the HP "new server".  I'm in the process of moving mailboxes over to the new server and have already moved the port forwarding for SMTP and HTTPS (OWA).  All seems to be working fine except for one little thing...and I'm concerned that it means I have something misconfigured.

I normally log on to a Terminal Services server (also Server 2003) and run Outlook 2003 when I need to send internal mail.  I log on as the domain Administrator.  The account that Outlook opens is called Bob.  The Administrator account has permissions to the Bob mailbox.  Before I moved the Bob mailbox to the new server, I would open Outlook and it would come right up (Bob is the default profile).  Now that I have moved the Bob mailbox to the new server, when I open Outlook on the Terminal Services server, I get the authentication dialog box shown here.  If I put Administrator's credentials in there, it prompts again.  If I put the Bob account's credentials in there, it opens up.

Why would I need to enter this now?  Do I have something misconfigured?

Thanks,
Bob
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breichard

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Simon Butler (Sembee)
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I get the AdminSDHolder thing, but I guess what I don't understand is why when the Bob mailbox is on the old server Outlook (logged on as domain\Administrator) can open the account without the security dialog box.  But, when on the new server, it prompts?  Where would there be a security difference?  I move the mailbox back to the old server and it works as before.  Move it back to new server, and it prompts.  I checked the Security tab on the each of the two mailbox stores, and they're the same.  It's not that I care about typing in that info, it's just that I want to understand where this is coming from.  This is a 35-user installation, and I am a contractor running the whole thing, so they are not concerned with me seeing anything.  I know all the user passwords, and management likes it that way.  (I'm not an employee, so they don't care about hiding any data from me.)  They've told me as much.  Anyway, I only mention that because I realize it's not exactly best practice.  When I (rarely) have to open a user's mailbox in Outlook, I do so with their ID/password.  This one particular account (Bob) is my own, though, and I just open it while logged on as Administrator.  Anyway...thanks for your help.
Bob
The old server has probably had its permissions hacked around with so they allow that to happen, whereas the new server is default and doesn't.

Simon.
I created the Bob ID and I don't remember doing anything to allow that.
This company had a huge power issue that ended up frying a server.  I bought a new server large enough to support virtualization and then virtualized the original server and removed Exchange from the 2nd server.  The "problem" went away since I was back to the original configuration.