See my post at https://casparcgforum.org/t/superfly-superconductor-howto-auto-play-and-innitilaze-output-s-on-reboot/6357
Same type issue. Superconductor is playing when opened but does not initialize Casper server unless the play button is pressed after SC is opened. I have a work-around in my post but not sure how it will work with a scheduled playback.