My baby is months and all of a sudden he's decided he's an expert at rolling. He likes to sleep on his side now. How long does it take to transition baby out of their swaddle? What was your experience? I'm a half a day into the transition, with one arm out its going ok but he seems to still have his startle reflex and he's very handsy, he rubs his eyes and scratches his face often. How long did it take you to transition your baby out his swaddle?