How do I encourage my 5month old to roll? I am so obsessive & paranoid, I am wondering if he’s behind in his milestones. He will roll if we get him like half way there, but otherwise he makes very little effort to roll over. Currently when we do tummy time he will attempt to crawl by sort of humping the floor lol, or sometimes he just gets super frustrated & wants to be placed on his back. He has total head control & can sit up for a a minute or so if placed in the sitting position (but leans forward majorly). Am I worried for no reason? How can I encourage him to reach his physical milestones? He is 23 weeks.