After playing college football for the Baylor Bears, Singletary was drafted by the Chicago Bears in the 2nd round of the 1981 NFL Draft and was known as "The Heart of the Defense" for the Chicago Bears' Monsters of the Midway in the mid-1980s. He was inducted into the Pro Football Hall of Fame in 1998.
This Chicago Bears mini helmet was signed in silver by Singletary and inscribed, "HOF 98." This item includes a Great Moments COA.