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what model blackberry do you have? what id like you to do is from the main screen(your gonna need both hands on the phone) is hold the ALT+ right CAPS button and then press the "H". a menu should pop up that says "HELP ME!"
please enter this info and email or msg me through here and i will help you out
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try syncing through bluetooth, there could be a problem with the cradle. i have had an issue very similar to yours and had to do a soft reset on my pda. then set up your device to use a blue tooth connection( you may need to buy a bluetooth dongle for your pc).