@Oregonian here's hopefully an answer to your question

Can whoever voted for Dean thus far tell my why? I'm curious.

I voted for Dean because I wrote a one-shot some time ago entitled This Year Will Be Different on the subject of the next Hogwarts school year after the fall of Tom Riddle and the Death Eaters.  In my story, which opens during the summer before that school year, Headmistress McGonagall offers the positions of Head Boy and Girl to Hermione and Dean.  They ask why she doesn't offer them to students who were present at Hogwarts during the 1997-1998 school year, and she says that she particularly wants students such as Hermione and Dean who experienced what was happening in society at large during that year.  The story covers the time between that summer meeting and the Christmas holidays as Hermione and Dean try to create and supervise appropriate holiday activities for the students, given what the recent history has been.  The title of the story comes from a booklet that was printed for use by people who have been bereaved, such as by the death of a family member, now facing the usually-joyous holiday season.  The story is not on my AP right now because it needs a little work as regards the character arcs, but someday I will fix it up and post it.