Having played with Outlook 2011 and the rest Office for Mac I must say I am impressed over the 2008 editions. There is not the seamless feel between Windows and Mac I had hoped for.
I have already come across one slight niggle when setting up Outlook 2011 with Exchange Server, this has already caused a number of support cases. The User Name section suggests entering DOMAIN\SOMEONE, however depending on Exchange Server configuration this my need to be someone@emaildomain.com as it is with Cobweb.
I really like the delegation section, which is very simple and clear.
If you would like to test it with Exchange Server contact Cobweb and we can help you out with a mailbox.