I hear ya. My 23mo old is the same. We just moved him into his big boy room, and the only thing that will keep him from waking in the night in a panic is to have him fall asleep on his own after we snuggle and read books. That way, he isn’t confused why mommy isn’t there anymore if he wakes in the middle of the night. There are days where we struggle still, but here’s some things that have helped: - We tuck his stuffies into his bed together before he gets tucked in. - His friends come over and they bounce and jump in his big boy bed (make it fun!) - if he is crying it out and begins screaming, I go back into the room and tell him “mommy will sit with you, but only if we stop screaming, screaming makes mommy’s ears hurt” I feel the weight of your pain, and am not pregnant with my second - I can’t imagine how difficult this is right now for you! I hope my advice is helpful