So I'm using the BB Desktop mail re-director for my work email and it's working fine for all regular messsages. I'm took a picture and tried to send it to someone using the work email and there is no option that lets me send the file. When I switch the sender from work to my yahoo email address, the send option is available.

I think I recall that when you use the redirector, it limits the attachments that you can open/send. If this is true, then thats probably the answer. Anyone know anything more?

Desktop Redirector doesn't support any attachments of any kind. If you wish to use attachments, get your email setup with BIS. This allows for attachments, doesn't cost a dime and you computer, internet connection, Outlook and Desktop Redirector don't have to be on for you to send/receive mail.