A machine includes a boom coupled to a movable carrier and at least one boom actuator adapted to actuate the boom. At least one boom sensor is configured to generate signals indicative of a spatial orientation of the boom. A drilling work device is coupled at a distal portion of the boom. First and second actuators are adapted to actuate the drilling work device. At least one drilling work device sensor is configured to generate signals indicative of a spatial orientation of the drilling work device. A controller receives signals indicative of the spatial orientation of the boom, receives signals indicative of the spatial orientation of the drilling work device, and actuates at least one of the at least one boom actuator and the first and second actuators through series of predetermined steps to automatically position the machine in a shipping configuration.