An automatic ammunition reloading system includes an actuation assembly in communication with a control system. The actuation assembly is joined to a reloading press by attaching to a control segment of the ammunition press so as to put the reloading press in operative relation with the actuation assembly. The control system receives input from one or more press position sensors to determine an actuation distance of the control lever for a full stroke of the reloading press. The control system controls operation of the actuation assembly so as to power the reloading press.