I'll do my best to answer these with my limited experience
Getting my little guy tomorrow night and I can't wait. I know his development and the answers to the following questions will rely heavily on how bad/good I am at training, however, how long does it typically take for...
him to sleep through the night?
Varies a lot, but somewhere around 4-8 months
get house broken to where he won't pee the second I look away?
This probably won't actually completely END until ~9 months.. but it'll probably stop happening often somewhere between 3-6 months.
will actively seek me out to let me know he needs to pee?
Basically same answer as above.
won't bark all day in the kennel while my wife and I are at work?
Anywhere from 9 weeks to never.
won't chew my stuff up?
Depends on WHY he's chewing stuff. If it's mostly because of teething, it'll stop for the most part when he's done teething (5-8 months). If it's because he's bored, it'll never end. Big stress here on providing a) mental stimulation and b) something acceptable to chew on and teaching them what's ok and what isn't.
can be trusted to roam the house freely instead of being kenneled while I'm at work/sleeping?
Varies greatly. In my experience, somewhere around 12-16 months.. but some will never be allowed to roam. Depends on how much you like your stuff
A LOT of the answers to these questions depend on
a) how much your breeder worked with them as puppies
b) how attentive and consistent you are, and
c) your dog. Seriously, they're all individuals.. so the above are guesses because you never really know how it's going to work out. Some puppies will never once pee in the house, others will take months to figure it out.. regardless of (a) and (b).