S.Y.
My 2 year old son used to fall asleep while we were holding him and then we would put him in bed. When he got to be 14 months old he stopped staying asleep and so we let him cry. the first week was awful but then he got to the point where he would cry from 1-15 minutes, depending. We were told by everyone that he would eventually stop crying but this never happened. When he turned 2 he stopped crying himself to sleep and just cried. I had had it. No more letting him cry. I put him in his crib and I got him a fish tank with a light and a filter so he has a nice water sound. I turn on the christmas lights in his room. And then I sit in his room with him until he falls asleep. Sometimes it takes an hour. However, while he is lying there (NOT CRYING! YEAH!) I am either reading or working on my laptop, so I am still getting stuff done. Don't know if this helps. Good luck!
S.