This paper reports on an innovative way to actively teach risk-taking to students majoring in entrepreneurship. Specifically, students completed a "Fundraising" assignment that involved different degrees of risk. Below, the qualitative experiences of students in one undergraduate class are shared. Additional, results of a short questionnaire suggested that the students believed the assignment was useful in meeting its objectives. In general, it appears that the fundraising activity was effective in helping students appreciate and understand the multiple roles risk plays in becoming an entrepreneur. Finally, feedback is provided from the students' and professor's viewpoints for improving upon the risk-taking assignment.