It's a really basic problem in finance theory / microeconomics and there is no right or wrong answer; it depends on the type of individual who is asked the question.

I am certain that there isn't any way to say that "X" is unequivocally the right choice.

@wuf, I'm sure you could approach it from the perspective of psychology, but all this really boils down to is risk aversion and utility of money

edit: that bit you talked about with the 1T v 100T is perfectly described by utility of money theory