I think, if you are putting this mouch thought into a "plan" you should also add a component geared toward # hands as well. If you reach the +$200 goal and move up after a great run in only 2000 hands, you will have very little useful information to know if you were playing well, getting lucky, etc. Also, you would have very little information as to what leaks are developing/exist in your game that you might be able to fix as you move up in limits (if not before).
I think it is reasonable to assume that as you move up each limit the likelyhood that there are players who will be able to see your flaws and exploit them goes up. Where you might be able to get away with the flaw in 5c/10c, by the time you get to 25c/50c it is going to be killing you for 4x the cost/ mistake.
Set up PokerTracker (and learn how to use it), set up PAHUD (and learn how to use it - table selection and during a hand), and datamine every night/day while you are away from your computer so that when you sit down you have as much info on as many players as possible.
Set a # hands goal for each level IN ADDITION to the monetary goal to move up. If you are not hitting the money goal, keep playing beyond the minimum # hands until you do.
5c/10c ($10 buyin) x 20 buyins = $200
Why start at $1000? I like the idea that you don't want to be right on the edge of the bankroll requiremtns, so here is my suggestion... DO NOT put the whole $1000 online. Take $500 and put it online (that is 50 buyins) and take the other $500 and if you succeed, great, take the $500 and buy something nice for your you or family, if you don't cash out whatever is left and buy something nice for your family with $500 + extra.
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