Transferring large files from BB to PB

Hi everyone,
A user in my network, with his BB Bold connected to our BES Express 5.03, can't transfer files through a bridge connection, from his BB Bold to his Playbook. The playbook will display a message that the file is too big, contact your administrator. The Playbook is not connected to BES, and the phone has no problems at all. Even a 3.0 MB pdf file can't be transfered.
I looked up on KB, but no success.
Any suggestions are very welcome.
Thank you,
tech07

Can he send himself an email with the attached file?
How large is it?
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