A million I would just take care of direct family debts (mine, parents, bros) - after that I would probably still have a couple of hundred thousand left that I would invest.
10 mill - all of the above + a shore home and some traveling, plus a new "regular" home.
100m - all of the above + just being a dickhead with 10m of it...buying boats and stupid cars and all that fun shit. College funds for every kid I'm related to (although I think I would do something like - you take out the loans, but upon graduating, I'll pay them off...keeps em hungry) I would aslo buy 1 of everything in The Robb Report Christmas issue.