Well at 15-16 months, I brought his crib into my room, as a toddler bed (it was convertible) That way I could lay with him at night, and he would fall asleep. Once he woke up he came to our bed. Then at 18 months, I put the crib side on, and started putting him down there for him to fall asleep. There was a bit of crying to start with, but only about 5 minutes, and it only lasted a few days. Once he woke up, he came to our bed. Then after a few weeks, we would put him back down in his crib once he woke up. And moved on from there. Once he was sleeping n the crib most of the night. It was time to move to his room. I also found telling him about it helped. I started a couple of days before the move, telling him we were going to move his crib. I would point at the spot in his room where the crib was going to go, and tell him I was moving his bed to his room and he was going to sleep in his room. I think that really helped. He knew what to expect, and there were no tears at all the night I moved his bed. He watched me move it early in the after noon, and I told him all about it. I have been very surprised. He still wakes several times a night, but we go to him, and comfort him and put him back in his bed.