Ramsey's eight-year tenure as Chief of Police saw crime rates decline about 40%, the expansion of community policing and traffic safety programs, and improved MPDC recruiting and hiring standards, training, equipment, facilities and fleet. He reorganized the department to cut bureaucracy, and created Regional Operations Commands to oversee the quality of D.C. police services. He helped to create a non-emergency 3-1-1 system and made crime information readily available to the public through . He and his department assisted the Department of Homeland Security during the state funerals of Ronald Reagan and Gerald Ford.
Traffic checkpoints
Under Ramsey, the D.C, police instituted traffic checkpoints at which information about motorists who were breaking no law at the time was entered into a database. The move was called an "invasion of privacy" by an official of the police union.
Pershing Park arrests
On September 27, 2002, the MPD made a mass arrest of a large group of demonstrators who had assembled in DC's Pershing Park to protest the World Bank and International Monetary Fund meetings. The police enclosed over 400 people in the park and arrested them without ordering them to disperse or allowing them to leave the park. Many of the arrested were not actually demonstrators, but were journalists, legal observers, and pedestrians. On January 13, 2006, the District of Columbia Court of Appeals ruled that the arrests violated the Fourth Amendment and that Chief Ramsey could be held personally liable for the violations. On August 2, 2007, City officials in Washington agreed to pay $1 million to more than 120 of the protesters, on top of other settlements by the D.C. government, including one for $640,000. Ramsey was represented by Mark Tuohey who generated at least $1.53 million in fees for his law firm Vinson & Elkins. According to testimony given by Detective Paul Hustler, Ramsey himself gave the arrest order, although he has repeatedly denied this. Hustler claims he overheard Ramsey say "We're going to lock them up and teach them a lesson."
Resignation from MPDC
On November 20, 2006, Ramsey announced that he would step down as police chief on January 2, 2007, the inauguration day of Washington, D.C Mayor-Elect Adrian M. Fenty. Fenty selected Cathy Lanier, a 39-year-old commander of the MPDC's Homeland Security Division, as his replacement. Even though Ramsey's official last day was December 28, 2006, he stayed on until January 2, to deal with security during the state funeral of former president Gerald Ford.
On November 15, 2007, Philadelphia Mayor Elect Michael Nutter nominated Ramsey as Police Commissioner. Ramsey came out of retirement to accept the position, and he was sworn in at the beginning of Nutter's term as Mayor on January 7, 2008. Since Commissioner Ramsey assumed his position, the city's homicide rate has dropped 37 percent and violent crime 31 percent. In the city's nine most dangerous districts, which account for 65% of homicides and 75% of shootings, homicides are down by over 40 percent. Ramsey's tactics have included installing a network of surveillance cameras in the city's most dangerous sections, increasing the number of cops on the beat, and moving police patrols out of their squad cars and onto foot patrols or bicycle patrols. In 2014 President Obama selected Commissioner Ramsey to serve as Co-Chair of the President's Task Force on 21st Century Policing. Commissioner Ramsey has also served as President of the Police Executive Research Forum and the Major Cities Chiefs Association. On October 14, 2015, Ramsey announced his retirement from the Philadelphia Police Department, effective on January 5, 2016.