A graphical user interface for guiding a user through the planning of an income stream includes one or more user input fields for receiving data from the user, where the data relates to user preferences regarding the income stream. Additionally, the graphical user interface includes at least one graph region for graphically displaying to the user the likelihood that the user will achieve a desired outcome based on the data provided to the user input fields. The graphical user interface thus assists the user in making informed decisions regarding his or her retirement goals and the necessary investments he or she must make in order to meet those goals.