Confronting with numerous investment choices, investors, either individual or group, invariably need to make the decision under some level of risk. Therefore, it is important to assess the risk attitudes and to examine the diversity of risk attitudes among different decision makers. In this paper, we focus on the risk preferences of male and female at both the individual and the group levels. We propose a conceptual model to examine three questions: 1) Does gender difference have an impact on individual decision making under risk? 2) Does decision context (individual decision vs. group decision) influence the decision making under risk? 3) Does the gender composition affect the risk preference of group decision making? Accordingly, a number of research hypotheses are proposed and are recommended to be tested using lottery-choice experiments.