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Thus far, I've been accepted to, and am considering attending, a low T2 (90's) with $$, a high T2 (50's) with slightly more $$, and a T1 (read: 40's) at sticker. I'm also waiting on a decision from a T30 school (a target) and a few higher ranked reaches (not expecting to be accepted).

Should I wait for a decision from the T30 before I start negotiating with the low T2, or is the high T2 acceptance with more $$ and T1 acceptance enough?

Wait until you have all the information on the table unless you are positive there will be no regrets because of impatience.