For #2 I would say as long as you are self-aware enough to move back down to $2/$4 if you are not making it at $3/$6 or $4/$8 then I would not see a problem with jumping a level.....Wait your goiing to be loaded, right? Jump up to $5/$10 and be done with it....
BTW, are you headed to limit $2/$4 or NL? You used to play NL exclusively and recently you have talked about limit, so I was just curious.