Well that didn't take long to get fed up with Entourage. Too many usability problems. It quickly reminded me of all the reasons why I hated using Outlook.
For one, it was always overcorrecting my spelling... adding capitalization where I didn't want it. So I go to the Preferences and try and turn off Spelling auto correcting and you get checkboxes named this: "Use German post-reform rules". Why do I need to go do a Google search just to find out what a checkbox mean? Another checkbox "Check spelling as you type". Can the MS Office team be any more vague. Does that mean auto correct? or putting the squiggly lines? Apple typically does a lot better job of describing a preference and what it will really mean when you enable or disable it.
The second thing that drove me crazy was crafting an email. When you click "New Email" it drops you into this pop out dialog that autosenses email address in a drop down list as you type. That's great. The problem is that I have no idea how to type in multiple email addresses without using the mouse. Return drops you into the Subject field. The space bar does nothing but think it is part of an email address. Comma again thinks it is part of the email address. Yes, there is probably some other way you can enter multiple email addresses by hitting some unintuitive keystroke, but I am tired of searching Google for answers to stuff that should just work.
The last thing that drove me nuts before I fixed it was the Signature. I entered in a Signature for my work account in the Tools->Signature dialog, but nowhere on the dialog is a way to associate a Signature with an account. What a pain it was to got to another dialog for accounts and find the drop down for the Signature.
I'd rather deal with the Calendar problems with time zone in iCal than the crap I have dealt with Entourage over the last 3 days. Every time I try to give MS a chance to wow me with an upgrade, they always disappoint.