J.G.
Try putting a t-shirt you've worn all day in the crib (or his bed) with him at night. Also leave a bottle of water and an extra binkie - if he uses one. The t-shirt will smell like you and possibly help to comfort him. I've been doing it with my son (14 mon) since he was 9 months and it's awesome. Now, when it's time for a nap or bedtime, I give him his binkie(only time he gets it) and my t-shirt. He clutches it, smells it, and it settles him right down. Good luck. You could also try the book Good Night, Sleep Tight for other ideas!