Shoulder the Sky — Lesley Choyce

Winner of the 2003 Ann Connor Brimer Award, short-listed for the 2004 White Pine Award Martin Emerson's family, friends, and even his therapist have trouble figuring him out. He never showed much of a reaction to the death of his mother, and his behaviour of late has been getting more and more bizarre.

And yet, his website -- Emerso.com -- has made him something of a cult figure to followers who believe that, if not having all the right answers, "Emerso" at least has all the right questions.
Shoulder the Sky is a rarity among young adult novels - it challenges the reader with philosophical thought and complex observations.