I check, villain bets 4444, I make it 11,111. Too big right? 9777 or 10,333 has to be better I think. 

I don't really like leading flop because we have no hopes of getting a c-bet from his misses (which is unlikely to happen) but we also don't risk anything with a check. Something good could happen, like him hitting a queen. I would rather check-call flop, lead turn small if we're worried about him checking back hands he shouldn't or hands other villains would bet. 

I think its fine to say he is passive but Andrew makes a good point. What hands, exactly, check the flop, then call the turn, that don't bet the turn themselves? I can't think of any besides middle/bottom pair with the open ender. If he picked up top pair or a flush draw he is very likely to bet (he is passive overall, not in all contexts) and we punish him the most and do the best v both those hands by check-raising. 

So yeah I would just watch for applying a general rule to a specific situation, you have to figure out if the situation fits the rule to do so effectively.