Early Life and Amateur Career
Douglass graduated from Trotwood-Madison High School in 1982 and then played defensive back for Kentucky. In 1984, he was a junior college transfer from Coffeyville Community College and earned the starting job for Kentucky after two games. He made an interception on his first play from scrimmage against the Rutgers Scarlet Knights team on October 6. Two weeks later he had an interception that set up a 36-yard field goal against LSU. He totalled three interceptions in his two-year career at Kentucky. On November 3, he recovered a fumble against North Texas State. That season Kentucky got off to a 5–0 start, but they lost to all three ranked Southeastern Conference schools that they faced and finished the season 9–3.
In September 1985, he suffered from a pinched nerve and was notable for having blown his defensive coverage on two plays in a 27–7 victory over Cincinnati Bearcats. The last of his interceptions occurred on November 16, 1985 against the Florida Gators when his 43-yard return set up Kentucky's touchdown that gave them a 13–12 lead. However, in the waning seconds as they clung to a 13–12 lead, his attempt at a second interception on an errant halfback option pass by future Bears teammate Neal Anderson slipped away and Florida was able to execute the winning field goal in their 15–13 victory. Douglass was selected to play for the Gray team in the 1985 Blue–Gray Football Classic.
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