I have a user who is setting his out of office through OWA. He is using the calendar for the dates and time range for when he will be out. His browser is IE7. I have looked at his settings and can not see anything wrong yet no one, internal or external, are getting out of office notifications. I have gone in and redone them myself and saved the settings and it still will not work.

Does the user have a Blackberry or anything like that? Was this an upgrade from an older version of Exchange? I have seen this before it is caused by a stuck or corrupt rule. Resetting the rules using the Outlook switch /cleanrules will usually correct the issue. Simon.Simon Butler, Exchange MVP Blog | Exchange Resources

Yes, the user does have a BlackBerry. There has not been an Exchange upgrade. I will try cleaning the rules. I did look and he has no rules setup, but maybe doing the cleaning will help. Thanks!

Is the user in Cached Exchange Mode?

Yes the user is in Cached Exchange Mode. We have run the switch/ cleanrules. The user tested setting out of office from his desktop and the web after cleaning the rules and neither one is working still. Thanks for the suggestions thus far.... any other ideas why neither his desktop or OWA is sending the out of office replies?

The desktop doesn't send OOTO, nor does OWA. It is all done by Exchange. Outlook and OWA just provide an interface for the OOTO rules engine. It isn't an either or setting. If the rule isn't being created correctly, because of a corrupt rule for example, then it wouldn't matter how you set it up. You should really try using /cleanrules with an Outlook profile that is live, rather than cached mode, to ensure that the rules are cleared. Simon.Simon Butler, Exchange MVP Blog | Exchange Resources

Thank you. I will try that. Appreciate all the suggestions! Pat

It has now come to my attention that out of office is not working for any of our users, including myself. So obviously it is something on the Exchange server. I have never had an issue with my OOO before. Could there have been a Microsoft update that caused a problem on the server? Any recommendations as to what to look for on the server? Can the / cleanrules be run on the server, and if so I would assume all user's rules would be cleaned? We had a consultant setup our Exchange server when we moved to Exchange and so I am just learning how this all works as fires have to be put out. Thanks for the help! Pat

Try configuring the OOF message setting on HUB server. http://msexchangeteam.com/archive/2006/10/06/429115.aspx for exchange 2003 -> http://support.microsoft.com/kb/821899

Once I found out OOF was not working for all users, we started exploring settings on the server. This morning, suddenly, all internal email stopped being delivered. While tracking down that issue, which was the mail subission service had stopped running, we found that the mailbox assistants service was also not running. We started that and our OOF started working. Thanks to everyone for their input into my problem. All good suggestions. Pat