(1) If you were me, would you take what I have now and play a little higher? Maybe bump it up to $2/4 instead of $1/2? If you bust out, you can reload when you start working.
What's more important to you - being able to spend as much time at the tables until you start work but at a lower limit than you feel you are comfortable, or playing at a higher limit where you are comfortable but risking losing your roll and not being able to play until you start working?
Personally, I would probably play at the higher limit unless I fell below a set amount. Then I would drop down just so that I could continue playing.
(2) Do you think it's necessarily bad to just START OFF at a limit? In other words... If, in 2 months, I deposit $2000 online and start playing $3/6 short. How much of a disadvantage am I at that I didn't build the roll from $1/2?
You're a proven player at the limits you want to play right? I don't think jumping in at a higher limit, if it's within your bankroll, is a disadvantage over building your bankroll up at lower limits. For an inexperienced player, yes, but not for someone who's 'been there - done that' and has a shiny new bankroll.
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