Pocket Dictate does not start recording when I hold in the Record button

This happens because some Pocket PC devices use different logical buttons for the record button, and programmatically it is difficult to detect which button a particular device uses.

In the Pocket Dictate settings you can specify the button to assign to the record button, normally a number 0-9. The record button on most Pocket PC devices is 5. Experiment with this number, e.g. trying 6, etc., and see if Pocket Dictate will now respond to the button. Refer to the "Settings - Devices" section of Pocket Dictate's Help and look under the heading "Control" for more information.