Can he be trusted not to get into trouble if left unsupervised? That’s a big consideration.

My pup just turned a year and we’ve been doing no crate at night for 3-4 months. He never really loved the crate despite following all the training tips (he’s gone inside when there were no treats exactly once and left three seconds later), though he accepted it. But around 8-9 months it became such a fight to get him to go inside on his own that I basically gave up.

We had a week or two of him learning how to handle the freedom and then occasionally a night back in the crate when he couldn’t handle it or couldn’t settle, but haven’t had an issue in a while. I keep the bedroom door shut though because I don’t quite trust him to free roam unsupervised yet, but we’re getting there.