Student loan debt and delinquency is a mounting problem among college graduates. To show students the consequences of debt-financing their education in an economic context, the author describes a collaborative problem-based learning activity designed for small, introductory economics courses. The activity has three parts: an introduction to the current statistics and trends on student loan debt, a postmortem analysis of three fictitious borrowers, and a pre-mortem analysis of the student's education, career plan, and financial goals. The activity applies economic topics including pre- and postmortem analysis, financial literacy, and opportunity cost and tradeoffs. Pre- and post-activity survey results find evidence of students improving their knowledge of their own student loan debt situation, salary outlook, and the repayment plans available to them post-graduation.