J.- My son just turned 2 Aug 6th, and we put him in a big boy bed. At first he didn't know what to think, but he got new room decor to match his bed, so he was excited...lol. He didn't want to stay in bed at nap time at first. His room is baby/toddler proof, so I would just shut his door, and let him fall asleep on his own. At first he would get up and play with some of his toys, and when I would go to get him up, he'd have a little of this and that in bed with him, but all in all it worked GREAT.... If your comfortable doing it that way, then give it a try. He does really good in his bed now. Sometimes I can still hear his little feet walking around up there after I lay him down for nap, but he always goes back to his bed and falls asleep on his own. Good luck. I hope this helps!!