Can anyone tell me, should the bold sync with a Mac, Entourage 2008?

I'm having load of problems with pocketmac, their support is not the best at getting back to you fast and I am really losing a lot of time on this now.
just wondering, should I be syncing no probs with the following:
Macbook Pro?
Entourage 2008?
Blackberry Bold? 
thanks 

I just found out the hard way (after well over an hour on the phone--the first day after my new Bold arrived) that Blackberry's software development is aware of a known synch issue between later 2008 Macbook Pro's and the new Bold.  Apparently, when apple updated their fiber optic (?) connections in their usb's, it caused an 'issue' which creates the errors between Entourage & the device. My Macbook Pro is not the brand new one--it's the revision that came out in August. I'm sure the issue is the same for the latest version of the MacBook Pro too. It also keeps itunes from synching. No known fix yet.  Missing Synch software will not fix it either.  I was told 'check back in a couple weeks' which means my new Bold is not looking so bold at the moment.  If you have an OLDER mac and/or OLDER Blackberry, you should be ok. I know that from a programmer's perspective, 'newer' is harder to account for, but good grief.  I hate spending a premium for latest gear and having it 'unknown' in terms of when it will actually be supported properly. And it's not like they exactly rushed the 9000 to market. 

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