On the evening of February 7, 2008, Charles Lee "Cookie" Thornton, 52, carried out a shooting at Kirkwood City Hall in Kirkwood, Missouri, a suburb of St. Louis. Thornton first confronted Kirkwood Police Sgt. William Biggs in a parking lot near city hall and shot him fatally with a .44 Magnum revolver before taking Biggs' .40-caliber handgun and entering the building. Inside the council chambers, shortly after a public meeting began, Thornton opened fire, killing Kirkwood Police Officer Tom Ballman, council members Connie Karr and Michael H.T. Lynch, and Public Works Director Ken Yost. He also shot Mayor Mike Swoboda twice in the head, leaving him in critical condition, and wounded reporter Todd Smith, who was shot in the hand. City Attorney John Hessel escaped after throwing chairs at Thornton. Two Kirkwood police officers who responded to the gunfire exchanged shots with Thornton, who was struck twice and died at the scene.
Mayor Swoboda underwent surgery on February 7 and again on February 8, and his condition was gradually upgraded over the following weeks. He briefly returned to address a city council meeting on April 18, 2008, before his term ended, but died on September 6, 2008, in hospice care while also being treated for cancer.
Thornton was a lifelong resident of Meacham Park, a formerly unincorporated, majority African American community annexed by Kirkwood in the 1990s. He had a long history of disputes with the city, including more than 100 municipal code violation convictions, unpaid fines exceeding $20,000, a 1999 bankruptcy filing, and repeated unsuccessful lawsuits against the city and against Yost, including a 2002 assault conviction involving Yost. He also had prior arrests at city council meetings in 2006 and a 2007 assault charge stemming from an altercation outside a restaurant. In the weeks before the shooting, a federal judge dismissed Thornton's lawsuit alleging his free speech rights had been violated by the city, and Thornton continued to express hope of winning damages even after the case was dismissed. Witnesses, relatives, and acquaintances said his stated motive involved anger over not receiving construction contracts he believed he had been promised, unresolved parking tickets, and the failed lawsuit.
Thornton left a one-line note on his bed prior to the shooting, interpreted by authorities as a suicide note. His brother, Gerald Thornton, told media that Charles believed his constitutional rights had been violated and characterized the act as "not a random rampage." Community reaction included vigils and prayer services in Kirkwood, as well as a meeting of the Meacham Park Neighborhood Association attended by about 100 people, including Thornton's mother, who expressed sorrow over the shootings. In 2014, an animated documentary titled "Elegy to Connie" was produced, focusing on the shooting, the racial tensions between Kirkwood and Meacham Park, and the memory of council member Connie Karr.