I have an annoying weird issue where doing a SendAs with a DL only works if picking the address from the GAL. However if the second time I pick it from the now cached entry, it tries to do a Send on Behalf.....which of course is denied and I get an NDR. Of course have had no luck searching forums or the Internet.
Here is the current environment:
2008 Forest and Domain
Exchange 2007 SP3
This issue of course only occurs in Cached Mode. I have gone so far to even delete the Outlook OAB file and redownload it. Again this works every time, even in cached mode, when I pick the address from the GAL. Just for some reason tries to send with Send on Behalf Of permissions which choosing it from the cached entry in the auto-complete list.
Is this just one of those weird rarely known issues? FYI: I am looking for a fix.....if there is one.....not a work-around or unsupported fix.