Outlook 2007 keeps prompting to authenticate to old hosted exchange server after migration

Check each machine's password cache -- which can be accessed via

Start -> Run
control userpasswords2

Click the advanced tab, then click Manage Passwords

Remove all the old saved passwords (and even the new ones) and then reopen outlook.  Should prompt you for credentials once, then save them.

Let me know if it works.

If you are re-configuring OL profile and still facing same issue - type

control keymgr.dll upon start-run and remove all old stored user name and passwords

I have tried both items and it appears they go to the same place.  I removed all passwords and then opened Outlook.  I logged into the new exchange server successfully and the received 4 login  prompts over a period of approx 5 min to the old server.  Anybody have any more ideas?

Now go back into the userpasswords2 manage passwords screen and ADD the new credentials for each user, then reopen outlook.  Should solve it.

However, my company provides a Hosted Exchange 2007 solution and we had to put several entries in each PC's saved passwords (for different servers on our end).  

I overcame the tedium by writing a custom app to add the entries with the user only entering their info once.

P.S. take note of the exact name of the server listed at each logon prompt... again, for my organization its:

webmail.domain.com
autodiscover.domain.com
cassrv.domain.local

all of which need to be added to the saved passwords in order for prompting not to happen

Thank you Probity, will this really resolve the issue with Outlook trying to authenticate to the old hosted exchange server?  We are not wanting Outlook to look for the old server at all is the issue we are resolving.  The secondary login is becoming an annoyance and the lower right hand corner of outlook 2007 keeps saying it needs a password.

Let me know if I completely missed something, I appreciate the help.

Well ideally you would create a new profile for each user... its very difficult to get it to swap servers in the same profile -- but the managed passwords is the next best bet

In looking a bit deeper the utility that the exchange provider provided us actually creates a new profile and redirects Outlook to use it.  Separate OST file and NK2 files as well, it is pretty strange that is sure.  For whatever reason outlook is gloming onto the old server name even though it is not being referenced in the Outlook settings.

JT

And just to clarify, you've removed everything from your managed passwords list?

Also, would you mind if i ask who your provider is?

Correct.  We used 1and1.com and went to intermedia.net, due to SLA not being delivered upon.

And I assume you've gone over all the exchange RPC settings, http:// and the mutual authentication SSL and all that is the new server?

Which server addresses are prompting you for passwords?

Yes,  the server login that comes up is from the former server or 1and1.com's login box.  All RCP settings only reference the new server too.  Very odd behavior.

New profiles are probably going to be your only option then

You mean create new windows profiles for the users?

JT

We had tried this already.  We have even gone as far as deleting them all and recreating a new one and the issue still comes back with the secondary login.

Ok let us hit this issue on the head - do you mind increasing OutLook logging and take a wireshark trace (this is similar to network monitor used by Microsoft ). -please perform the above steps at the time when the issue happens (else reading wire shark trace would take ages if you keep it on for entire day)

I am sorry i have not read each and every entry (to be honest) on this thread.

Also, are you hosting your own server - or is it with some one else keeping your mailbox and your paying for it ?? If it is you i can quickly ask you questions to troubleshoot the issue.

Also, ( i know it is a bit bugging) but please do tell me how many users are affected and how many NOT affected - which versions are each one using (if provided with OL version + SP applied) along with combination of work station O/S would help. Thanks.

I will check this tomorrow and working on getting a trace.

Thank you

There's a registry key that points to an XML file that makes the computer initiate an autodiscover request for the old exchange server. Delete the key and the prompt goes away.
http://nuage-it.com/blog/?tag=prompting-for-old-exchange-password