This Article, transcribed from a symposium talk given by the author, examines two critical junctures at which foundational decisions must be made in three areas of theoretical inquiry - mathematics, law, and economics. The first such juncture is that which the Article labels the arbitrary versus criterial choice juncture. This is the decision point at which one must select between what is typically called an algorithmic, principled, law-like, or intensionalist understanding of those concepts which figure foundationally in the discipline in question on the one hand, and a randomized, combinatorial, or extensionalist such understanding on the other hand. The second decision point concerns how to respond to certain paradoxes an...