I don't know who Batwoman is so I can't rank her. I don't acknowledge damian and just ignore his presence for the most part.
Batwoman isn't a member of the Bat-Family, so there's no need to rank her really.
However, she's a great character, and her solo series is really good. :)
Jason Todd - I love the idea of Batman's sidekick that comes from the streets of Gotham getting killed by the Joker then coming back from the grave by Ras al Ghul.
Dick Grayson has I guess a very odd a specific background and origin which just seems more unrealistic to me. Though I do love Nightwing.
2nd choice would be Barbara as Oracle.
3rd would be Alfred.
Im really liking Batwing right now, isn't he technically part of the Bat Family? since unlike Batwoman, He is sponsored by Batman. besides him, Alfred. Has he ever had a bad portrayl?
I don't think the Batman Incorporated representatives are counted as Bat-Family members.