MC9090-G and MC5590
After configuring the PC and the unit with the proper settings for ActiveSync/Windows Mobile Device Center, placing the unit in the cradle connected to the PC starts the connection automatically.
For ActiveSync, if this does not work, it is recommended that you open ActiveSync on the PC and choose Get Connected… from the File menu. In some cases it may be necessary to repeat this procedure a couple of times to get it working. However, it’s also important to check ActiveSync and verify it is properly set up. Similarly, for Windows Mobile Device Center you should check your configuration settings.