L.T.
He may need more sleep durning the day. When my daughter was that age, she slept 10-11 hours at night and 2 naps a day for 1 - 1 1/2 hours each. I now when she is overtired it is impossible to get her to sleep at night and she dosen't sleep soundly. My daughter is also the same way about rolling over into her blanket and going right to sleep, unless she is really tired (ex: missed a nap) and then it is a battle. GOod Luck!