I think the first thing that would need to happen is the development of a way for Macs to "talk" to Blackberries better. Part of the problem is that there are no real Enterprise Mac email servers that could take advantage of RIM's best qualities - namely wireless sync of email and PIM and push email. Exchange, Lotus, etc are all very PC-centric. Kerio and Communigate are out there, but none seem to be as ubiquitous in the Mac community as Exchange et al, and all require some third party workaround to get the best qualities from the 'Berry.
That said, everything I've read has pointed to the fact that the failure of the ROKR was in large part due to the lack of collaboration in design between Apple and Motorola. Also, Apple seems to have cornered the market on cool and effective design, while RIM has the software that people want. Simply adding iTunes to a Blackberry or just adding some kind of email function to an Apple device don't seem to be worth it. Like so many Apple products, it would have to be (or at least should be) something completely out of the box.
Personally, I don't need or want a camera or iTunes on my phone, but what I do want is to have a Blackberry, work on Macs, and stay as far away as possible from PCs.
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