Techniques and mechanisms for detecting and evaluating grip by a user operating a handheld tool. In an embodiment, the tool includes a handle, one or more pressure sensors disposed in or on the handle, and an attachment arm. An output from the one or more sensors is generated while a user-assistive device is coupled to a distal end of an attachment arm of the tool. Logic of the tool calculates a grip metric based on the sensor output, and the tool transmits, based on the grip metric, a signal including medical diagnostic information. In another embodiment, the user-assistive device includes a utensil attachment or a personal hygiene attachment.