Is something outside waking him up? We live in a townhome and our neighbor works late hours and Loki always barks when he comes home. Maybe put his crate in a closet or room with no windows and cover his crate? How old is Tobie? Does he just need to go outside? Loki didn't sleep through the night until he was at least 8 months old - sometimes we still need a late night potty break.
Another thing to try is really wearing him out, like doggy daycare. Loki sleeps better on weekend when we are home all day to wear him out than during the week when he sleeps all day. So once a week he goes to daycare and the big dogs wear him out. Or maybe adjust bed time or don't allow naps after a certain time like you would with a kid. We used to say "no naps after 7pm" because then 11pm was playtime, or so he thought. Now he's turned into a teenager and sleeps all the time
