An electrical bicycle operating system comprises a first switch, a second switch, and a controller. The first switch is configured to generate a first signal. The second switch is configured to generate a second signal. The controller is configured to generate a third signal different from the first signal and the second signal in response to a concurrent operation of the first switch and the second switch. The controller is configured to generate a fourth signal different from the third signal in response to a release of the first switch in a state where the second switch is operated continuously after the concurrent operation.