In the two-envelope problem, one is offered a choice between two envelopes, one containing twice as much money as the other. After seeing the contents of the chosen envelope, the chooser is offered the opportunity to make an exchange for the other envelope. However, it appears to be advantageous to switch, regardless of what is observed in the chosen envelope. This problem has an extensive literature with connections to probability and decision theory. The literature is roughly divided between those that (...) attempt to explain what is flawed in arguments for the advantage of switching and those that attempt to explain when such arguments can be correct if counterintuitive. We observe that arguments in the literature of the two-envelope problem that the problem is paradoxical are not supported by the probability distributions meant to illustrate the paradoxical nature. To correct this, we present a distribution that does support the usual arguments. Aside from questions about the interpretation of variables, algebraic ambiguity, modal confusions and the like, most of the interesting aspects of the two-envelope problem are assumed to require probability distributions on an infinite space. Our next main contribution is to show that the same counterintuitive arguments can be reflected in finite versions of the problem; thus they do not inherently require reasoning about infinite values. A topological representation of the problem is presented that captures both finite and infinite cases, explicating intuitions underlying the arguments both that there is an advantage to switching and that there is not. (shrink)

The Two Envelopes Problem is a beautiful and quite confusing problem in decision theory which is ca. 35 years old and has provoked at least 150 papers directly addressing the problem and displaying a surprising variety of different responses. This paper finds decisive progress in an approach of Priest and Restall in 2003, contends that the recent papers having appeared since did not really go beyond that paper, argues further that Priest’s and Restall’s solution is still not complete, and proposes (...) a completion of their solution. If the analysis is correct, this work has the potential of laying the Two Envelopes Problem at rest. (shrink)