Well, Jesse falls asleep on me at night and i put him to bed then. He stirs a little but falls asleep shortly after being put down. During the day it can be either way. He can fall asleep on me and ill put him to bed or i can put him to bed when he's looking tired and he will self settle. During the day i use music and a mobile aswell which helps settle him. He can wake and be in there talking his head off and ill just let him be and he'll fall back asleep after a little while.
I think, as long as they have the ability to self settle then its not really too big of a problem.