We consider a population of individuals who differ in two dimensions, their risk type (expected loss) and their risk aversion, and solve for the profit-maximising menu of contracts that a monopolistic insurer puts out on the market. Our findings are threefold. First, it is never optimal to fully separate all the types. Second, if heterogeneity in risk aversion is sufficiently high, then some high-risk individuals (the risk-tolerant ones) will obtain lower coverage than some low-risk individuals (the risk-averse ones). Third, because women tend to be more risk averse than men (in that the risk aversion distribution for women first-order stochastically dominates that for men), gender discrimination may lead to a Pareto improvement. Introduction Individuals who seek insurance differ from each other in many respects. At least two of these differences are of central importance for insurance companies and for insurance market outcomes: the distribution of losses that insurance takers face, and their willingness to bear the risk of those losses. 1 Empirically, heterogeneity in the second characteristic is not negligible. For example, Aarbu and Schroyen 2 find that The Geneva Risk and Insurance Review, 2014, 39, (90-130) © 2014 The International Association for the Study of Insurance Economics 1554-964X/14 www.palgrave-journals.com/grir/ 1 A third factor, that will not be discussed here, is the moral stance of insurees, determining the amount of false claims that insurers have to deal with each year. 2 Aarbu and Schroyen (2014). the degree of relative risk aversion among Norwegians averages around 3.7 with a standard deviation of 2.1.Insurance market theory has primarily focused on the consequences of private information on the loss distribution, and to a lesser extent on the case in which information on risk aversion is private. The study of situations in which private information applies to both characteristics is much more scant. 3 Moreover, analysis of the two-dimensional private information problem has been restricted to competitive markets; that is, a setting in which several insurers compete for clients. In this paper, we study the opposite setting by asking how a monopolist would design a contract menu intended to attract agents who hold not only private information on their loss distribution, but also on their risk preferences.Our monopolistic set-up encompasses (admittedly, in an extreme way) the presence of market power in insurance markets. Several empirical studies have recently documented the presence of such market failure or of one of its causes: significant search and switching costs for different lines of insurance. Honka 4 estimates the average search cost in U.S. car insurance to lie between USD45 (online quote) and USD110 (offline quote), and the average switching cost at USD85. She argues that these costs may be an important cause for the high customer retention rates in that industry. In their study of a firm offering automobile insurance in Israel, Cohen and Einav 5 argue that the firm has mar...