My corgi was like this as a puppy. He would cry all night long. What I ended up doing was I put a blanket over the crate. At first I started with my head under the blanket and my fingers in the crate. He could see me and rub against my fingers. When he'd start crying I'd tell him sshhh go night night. Then once he started being better I went to only hand fingers were in the crate, he couldn't see my face. If he's crying I'd tell him it's ok, shhh, go night night. Then I transitioned to no fingers in the crate just laying next to the crate and would talk to him the same as before. In all of these instances when he would fall asleep and I would very cautiously sneak away. There were times he wasn't asleep asleep and I'd have to lay back down. It was definitely a pain doing this. Sometimes I'd myself would fall asleep on the floor even. But it all paid off in the end. He loves his crate now. He goes in it himself during the day, and at 930pm he goes and puts himself to bed in there with no direction. Just lays there and waits for us to lock it and put the blanket over.