A portable motorized racking device and system are disclosed for remotely racking (inserting or removing) drawout circuit breakers. The racking device provides a portable, motorized device that can be hand carried to a work location and affixed to the circuit breaker without the need of any modification to the breaker or its enclosure. In one embodiment, among others, the torque that is required to operate the breaker racking mechanism is provided by an electrically powered gearmotor. Attached to the output shaft of the gearmotor is a socket that engages the circuit breaker racking screw. An anti-rotation plate engages a feature, such as a bolt head, opening, hole, or edge, on the racking screw support frame or the breaker face to prevent the gearmotor from rotating while the socket rotates the racking screw.