Hi Meagan, considering his bed time and him waking up at 5:15 maybe that is a full night for him. Kds go through different sleep habits and patterns, before they start school. Lay one of his blankets on the living room rug, with one of his favorite stuff animals,and maybe he will see that and lay him self down there and go back to sleep. Maybe you can put a cup of milk on the bottom of the frige that he can get himself, my first child at that age would get up before me, he had his own sruff in the frige for morning, and he had a table and chairs in the living room, he would get his stuff turn on the TV and sit at his table and he did really good with that. J.