Not sure if this will help but ...
It's probably something to do with both PDA's having the same "name" -
When you open Active Sync it will show the name of the device that is connected - something like "Pocket_PC" right underneath the top row of buttons.
If both PDA's are identically named then this could explain the problem.
Try deleting one of the connections ( known as "partnerships" ):
1. Disconnect the device then
2. On the File menu, click Mobile Device.
3. Select the device with the partnership you want to delete.
4. On the File menu, click Delete Partnership.
Then set it up again by going through the "Get Connected" wizard and try renaming it as Pocket_PC2 or some other name that is different from the first PDA.
Good luck
