|are you asking for spoilers? because that's what i feel. he's not worth mentioning and really not mentioned again after volume 4 (although asuna used it to argue with her parents that they're not good at deciding her future somewhere in volume 7 or something). so yeah, me douchebag loses, in game and real life. you won't see him again.
Spoiler (mouse over to view)
basically, there is no prize at the top of the tree. it's a marketing dud. the last bos room is made to be unopenable but kirito somehow has the staff/ adminisrtator card to open it. the top of the tree is a brainwashing laboratory for mr douchebag to do human experiment on the unconsious SAO players. he was defeated by kirito when heathcliff/ kayaba/ former vialin ghost /memories /segregate data actually handed kirito the authority to the virtual reality world that is higher than the one mr douchebag has. kirito than defeated / apprehend mr douchebag outside the hospital on the way to seeing asuna