I think doing them out the first time they make an appearance might be cool if you think they can be worked up in a timely manner I guess, but if it's easier or important enough certain villains might warrant CSes earlier? Like the Joker maybe but I'm not sure.

Also might add some Extras stuff about Damian now that I'm getting a decent feel for writing the character. Maybe include the time he beat The Joker with a crowbar. Although if that happened in-story I think Jason would get a kick out of it. Or they do it together as bonding-time.