In 2025, artificial intelligence has achieved an unexpected milestone: it's become too good at taking tests. From medical knowledge exams to complex reasoning tasks, AI systems are now scoring 90%+ on benchmarks that were designed to challenge them, rendering these assessments meaningless for comparison or evaluation. This "benchmark crisis" has profound implications for medical faculty evaluating AI tools for research, education, and clinical applications. When vendors claim their AI scored "95% on medical benchmarks," what does that actually tell us about real-world performance? This episode explores why perfect scores might be misleading, how the benchmark arms race mirrors challenges in medical education assessment, and what questions faculty should ask when evaluating AI tools for their institutions. Understanding this crisis is crucial for making informed decisions about AI integration in academic medicine.