I know I could just run outlook via parallels, but is there a alternative(s) native to OS X? I could use Thunderbird for email and iCal for calendar, but could those sync with window mobile phones?
MissingSync might be useful (if you don't already know about it?).
Microsoft Entourage shares its name with a great show on HBO, and it also does all the things you wanted. Its like a double bonus.
I had been using Entourage for several years but had a corrupted
database issue (common problem with Entourage, M$ thought nobody would ever have more than 2 Gigs of email) that led me to look elsewhere.
I do know about MissingSync, but since it only syncs with Entourage, and I haven't gotten Entourage to play nice with hotmail, I can't get my emails.
I'd very much like to use MissingSync + Entourage if I could find a way to sync with hotmail (standard account).
Is it possible to use Mail with Hotmail? I think you need FreePOP or something, but I haven't tried it.