An operating switch device for a human-powered vehicle comprises an assist operating switch and a coupling structure. The assist operating switch is configured to receive a user operation input to operate an assist driving unit configured to assist a human power. The coupling structure is configured to detachably couple the assist operating switch to a base member of an operating device configured to be mounted to a handlebar. The base member includes a base body including a grip portion provided between a coupling end configured to be coupled to the handlebar and a free end opposite to the coupling end.