I’m turning here for guidance as it appears this issue is common and would like to have you guys give me some pointers for where to look…
Outlook 2010 (on Win7 x64 Pro)
Exchange 2010 (on Server 2008 r2 standard)
First I’ll say I’ve tried a number of things. We’ve replaced this user’s PC and have also tried deleting his mail profile and starting fresh. These emails will hold everything else up that he sends until he restarts his machine and opens Outlook, they will then go shooting from his Outbox.
I’m not an Exchange expert nor do we have one on staff… To be honest, I was much more comfortable with Exchange 2003 but I’m starting to warm up to 2010.
Any guidance would be awesome either on the client or server side. Ask questions as I’m sure I left info out that would be helpful for troubleshooting.