SEND FROM works randomly

Hi there!
Exchange 2010 sp3
Outlook 2010
Two domains in different sites.
A domain user in SITE1 and DOMAIN1 has an mailbox on SITE2 DOMAIN2.
He is chosing to send from distribution group on SITE1 and DOMAIN1. Sending mail randomly works. Sometimes it goes thru other times the user needs to resend the message over and over again until it passes.
Error messages are sth like:
You can't send a message on
behalf of this user unless you have permission to do so. Please make sure
you're sending on behalf of the correct sender, or request the necessary
permission. If the problem continues, please contact your helpdesk.
Do you maybe know where should we look for the root of the problem?
bostjanc

Yup.  You do not need two separate OABs. You need to add extra locations where the *same* OAB can be downloaded.  In 2010 the OAB is generated on a specific MBX server then the file replication service copies it out to the distribution endpoints
- CAS. And this list of CAS are the ones allocated to serve out the OAB. Details in here:
http://blogs.technet.com/b/rmilne/archive/tags/oab/
I do want to ask how you decommissioned 2003 - something is not right with this. What steps did you follow?
I see a note about "manually removing" 2003.  Not surprised that you are hitting this as there is NO check to see what replicas and links were to those servers that get whacked out of AD.  That is not something that should be done. 
Williard, I think we are going to see a large uptick in these types of cases......
Cheers,
Rhoderick
Microsoft Senior Exchange PFE
Blog:
http://blogs.technet.com/rmilne 
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