Background
Dempsey was born in Dothan, Alabama in 1925.
Dempsey was born in Dothan, Alabama in 1925.
He attended Miami Senior High School in Miami, Florida, and he played high school football for the Miami Stingarees. Dempsey attended the University of Florida in Gainesville, Florida, where he played for coach Raymond Wolf"s Florida Gators football team from 1946 to 1949. Dempsey graduated from the University of Florida with a bachelor"s degree in physical education in 1950, and he was later inducted into the University of Florida Athletic Hall of Fame as a "Gator Great" in 1971.
Dempsey played college football for the University of Florida, and thereafter, he played professionally for the Chicago Bears of the NFL and the Hamilton Tiger-Cats and Ottawa Rough Riders of the Canadian Football League.
He was a standout lineman on offense and defense for the Gators at the lowest point in the history of their football program, ironically dubbed the "Golden Era" by the players. Dempsey was remembered as a good-natured mischief maker and for the pranks and activities of his teammates that revolved around his World World War II-era surplus Jeep. The Chicago Bears selected Dempsey in the thirteenth round (166th pick overall) of the 1950 NFL Draft, and he played in thirty-nine games for the Bears from 1950 to 1953.
Dempsey played his final two professional seasons in the Canadian Football League, first for the Hamilton Tiger-Cats in 1954 and the first part of 1955, and then for the Ottawa Rough Riders during the latter part of the 1955 season.
He was selected as a Canadian Football League East All-Star in the first Canadian Football League All-Star Game in 1955. After Dempsey"s professional football career ended, he remained in Canada and became the owner of a successful fire arms and sporting goods store.
In retirement, he lived in Oakville, Ontario, where he died June 1, 2013.
He was a versatile player, and at different times, he played both offense and defense, including linebacker, guard and tackle.
