Macbook to Blackberry Bold bluetooth file transfer failed

I successfully paired my macbook with my blackberry bold. I sent one picture from my mac to the blackberry. But since, then i have not been able to successfully transfer any files to the blackberry.
I get the transfer going and the progress bar starts and runs quickly to 100% and then says transfer failed.
Any ideas on what might be happening or what I could do to fix it?

The iPod does not have the necessary BT profiles to support file transfer.
iOS: Supported Bluetooth profiles

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