In normal usage "I'm not optimisic about.." would imply that the thing I want is not likely to happen. For example, say I had gotten a blood test for cholesterol. I hope my level is low, but worry that it might be high. Would I say:
"I am not optimistic that my levels will be low".
or
"I am not optimistic that my levels will be high".
..... Karen (Caller): The gentleman made the point that the Warren Court wasn't terribly radical with economic changes. My question is it too late for that kind of reparative work economically, and is that the appropriate place for reparative economic work to take place? Host: You mean the courts? Karen: The courts, or would it be legislation at this point? Obama: Maybe I'm showing my bias here as a legislator as well as a law professor, but I'm not optimistic about bringing about major redistributive change through the courts. Y'know, the institution just isn't structured that way. You look at very rare examples where during the desegregation era where the court, for example, was willing to, for example, order changes that cost money to local school districts, and the court was very uncomfortable with it. It was hard to manage, it was hard to figure out. You start getting into all sorts of separation of powers issues, y'know, in terms of the court monitoring or engaging in a process that essentially is administrative and takes a lot of time. The court's just not very good at it, and politically it's very hard to legitimize opinions from the court in that regard. So, I mean, I think that although you can craft theoretical justifications for it legally, y'know I think any three of us sitting here could come up with a rationale for bringing about economic change through the courts. .....
He gets on track later in the quote (my italics) as far as courts not being a suitable place for redistributive change. But his clear intent is that the legislature is better suited to this kind of work, and it is the kind of thing he is for.
As an added note: Let me just point out that steep income taxes are not true wealth redistribution. Income is a measure of current productivity: Someone thinks that your work is worth what you are payed. Wealth as an accumulation of savings or inheritance is not touched by changes in income tax. So those who already have a pile of cash will be okay, but those of us trying to get there will find ourselves thwarted.
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