When we crated trained our foster Lab, we actually slept in the same room with her at first. I was on the floor by the crate with my hand sticking in it. Granted she was seven weeks old so I needed to be near her to hear when she needed to go outside (about three times a night), but she wouldn't cry at least. I gradually went from sleeping on the floor to sleeping on the couch, and then only sleeping on the couch for half the night and the other half I'd be upstairs in my bed.
Did that for about a week and wah-la, crate trained puppy.

I don't know how easy that would be for you to do, but slowly fading out a human in the room may help as well.

I basically did the same thing with Chloe as well. The first night she spent with us was the first time she had ever been in a house before. I plopped her down beside my bed with a baby gate to keep her in one spot and just went to sleep. I kept my hand over the side of the bed for her to see that I was there and I never once heard a peep out of her. So if there is a way to corner him off in your room somewhere, that may be helpful as well.