Out Of Depth

"Aaron Everett is a magnet for bad luck. It's his first day as a scholarship student at elite Sherwood Academy, home of the children of the rich and famous. Being the only poor kid is bad enough- not having the 'unofficial' uniform everybody is wearing makes it worse. Top it off with a bully, a broken bag, and an odd interaction, and officially his first day has gone to hell.
Just when he thinks it can't get any worse, he opens a door to a strange world and falls into a debt of several hundred thousand dollars.

Aaron is way out of his depth, and it's all he can do to keep his head above water and survive a year with a group of boys who have taken him under their wing."