Hi D., have you talked with him to find out what is waking him? My 16 yr old daughter had a similar issue, we tried changing things up a bit and put a cd player in her room (with pink floyd cd-I know, I know, but it was soothing to her! LOL). Maybe if you do that, be sure your cd player has a repeat button so it just plays the cd over and over again, it will drown out the noises that are waking him. By putting it on when you put him down for the night, he falls asleep with the noise and will be used to it. I tried radio but the volume goes up and down too much, needs to be sleepy type of music. My 3 yr old son has been great so far with sleeping so hopefully it will stay that way! My hubby gets like that too...it is really tough but you can get thru. Good luck! S.