Another thing I did differently last night which may have also helped was instead of putting him right to bed, I let him cuddle in our bed while I was listening to my book. Then I quickly moved him into the crate. He groaned a few times but that was it. I'm OK with some fussing at night since I let them wake me when they have to potty, but it just seems whenever I use that plastic kennel it's not fussing but a panicked fit (like screaming, howling, thrashing around and gnawing at the bars). I tried the plastic again this time b/c it's the appropriate size (24" kennel and he's a pretty compact guy). DH asked me to try a wire crate and I only have 36" which I feel is a bit large but he did great last night. Same with Nikon, we used the plastic kennel for 4 days and it was awful, he was SO loud that I could hear dogs in my neighbor's houses also barking b/c of his racket. He would thrash around and even rolled the kennel. Finally I borrowed a small wire kennel, and not only did he stop howling but he slept through the night! I always thought the plastic kennel would be more "den" like but I guess not.