Charles Ramsey is one of the most revered leaders in American policing. He joined the Chicago Police Department as a cadet in 1968 and rose to lead both the Washington DC Metro police department and the Philadelphia Police Department. He co-chaired President Obama's Task Force on 21st Century Policing. The discussion covers 1960s racism in policing, recruitment, leadership, dealing with bad news, working with academics, compassion fatigue, identifying and promoting talent in the department, and mental health of police leadership when facing deaths in the ranks.