Mark and Mo mark their 100th Ortho Joe episode by reflecting on four years of conversations spanning etiquette in clinical practice, the evolution of AI, DEI in orthopedics, and the integration of arts and humanities into the profession. They revisit early debates—from attire trials and patient perceptions to the rapid rise of machine learning and its risks—and highlight memorable interviews with leaders advancing equity and collaborative research. The discussion underscores how storytelling, community, and shared curiosity have shaped the podcast’s identity and continuing purpose.