Our purpose in this study is to inductively reorganize software interface menu items based on a user's process model. The proposed menu interface in this study used direct users' input, such as goals and strategies for solving their information needs, to reorganize and re-label menus. To assess its effectiveness, efficiency, and user satisfaction with actual users, we implemented and compared this new menu version to the original interface that was based upon a traditional categorical menu organization. The significance of this study is that it incorporates user process modeling into the design of the user interface, providing insights into the impact of such modeling on the usability of an information system. Results from the usability testing do indicate that the proposed menu and the traditional menu are similarly effective for users in terms of task completion time and accuracy. User preferences and debriefing comments from usability testing also indicate users preferred the user-process based arrangement of menu items as displayed. However, the types of tasks (different problem type) suggest significant differences for results in task completion time and in accuracy, sometimes favoring the new version. In other words, usable and effective menu organization depends more on the types of tasks and the domain of knowledge than mere menu organization, although menu organization is a factor in the process.