1) As long as it's within the time-frame, before the 19th, then yes. (Sorry, the wording's a little confusing and it's late here. Would you mind clarifying what you mean by similar options?)

2) Characters who don't want to fight but who would wish to help (if they had been asked, which they won't - everyone listed ICly will not be given a choice when it comes to being sent, although they may return immediately if they wish) would be best placed OOCly in the retreat/healing teams, as only those in teams this time will qualify for boons.