Abstract: A system and method of assessing a future investment. The present invention may include entering in personal information and investment information. The user may be present invention with a series of risk and reward questions or statements in which the user may agree with or disagree with. The questions may change based on the entered information. The questions may progressively increase the risk and/or reward users are willing to take to achieve their goals. Once the questions have been answered, the software prepares and provides a risk and reward assessment.