Sorry for the late update but he's doing great!
Last night he came in and was wide awake and hit the ground running. He had no interest in sleeping alone every time he looked sleepy i'd try puting him in his crate and he'd just wake right up.
And Boy was he vocal
And yes, I broke down and went and laid next to his crate and that helped put him to sleep.
Today we had an early morning and got to the vet, which he has a clean bill of health. I'm currently over at my parents house letting him socialize with my parents dog, and brother's dog. (my brothers dog looks like a wolf and acts untamed so the pup's a little overwelmed by him.)
But yeah, So far he has been doing great and we're lovin him. I'll post some pictures when I get home and can upload the pics from my camera.
"Heaven goes by favour. If it went by merit,
you would stay out and your dog would go in."
- Mark Twain