Given the number of hunters in the guild (at least for the moment), I think we should have them roll before the raid even begins on items that would be more hunter specific (ex: pauldrons of the fallen hero i think its called) to avoid confusion. And I mean whoever gets the highest roll gets first shot, second highest gets next and so on.
Not sure I like the raid points system, since it would be unfair to those who arent able to raid as much as the rest of the guild.