This article applies legal theory, case law, and suggested risk management strategies to obstacle events and racing. The history, popularity, and exponential growth of the obstacle racing industry are explored. Trends in the obstacle racing industry are also examined and legal implications that may follow the trends are discussed. Case law, in a variety of scenarios, is used to explain and apply assumption of risk and duty of care to obstacle racing events. Finally, suggested risk management strategies for race organizers are recommended. Course design, medical staffing, waivers, and proper staff training are all discussed.