[FoxwoodsFiend]

I lead the turn, probably about 400 or so-if he's calling a check-raise he's also raising the turn so you're getting more money in. I then lead the river for 2,000 and reraise all in when he raises you.
The main reason I lead the turn is so that in the future if I'm oop w/marginal hands I won't get bluffed off of them. In these kinds of games if people know you're trying to get tricky with check-raises on the turn, they'll also know your hand can't stand action when you do bet out.