Considering it’s already late-May, I think you have to write this z’man off as lost.
You might be right, but it’s a big problem; a teenager having no schedule for months straight is a dangerous thing – batala m’viah lidei shiamum and zimah.
What I don’t understand is that if this is a normal bochur, just not a m’tzuyan, why can’t he stay where he was before Pesach?