I think we didn't let Chase sleep out of his crate until he was 2 years old- he would gnaw on things and he was a sock eater so we were pretty cautious with him. I think Lark was out by 9 or 10 months. Henry, at 5 months, is still in his crate overnight. I kept the crate in the bedroom with the door open for a while so they could go in there and sleep if they wanted. Eventually I took the crate away and they'd just sleep on a (dog) bed or on the rug. If he's good during the day when you're around and doesn't need to be crated, maybe he's ready. If you let him out overnight, I'd probably close the bedroom door so he doesn't go out and roam around the house and get into stuff while you're sleeping. Leave the crate in the bedroom with the door open and see what happens. You always have the option of going back to crating if it's not working.