For the house training, I'd tie him up to your belt whenever you are home. He will have to follow you everywhere, and lie down beside you (eventually!) when you are stationary. This will convey to him that everywhere inside is "living space" and not "potty space". This will also make you more in touch with when he has to go, and you can take him outside more often.
Are you already giving him something yummy to do when he's in the crate? A peanut butter filled Kong?
Can you get someone to stop by the house at mid-day to check on him (or can you)? Sounds like a mid-day walk would go a long way towards getting him settled in for all night.
My dogs crash out every night before 8:00. If they were waking up too early, I'd keep them up a little later so I could sleep in. Maybe a late night walk would be best for the pup?
Karen
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