Born in Birmingham, Alabama, Redmond served in the U.S. Army during the Korean War and worked as a forklift operator for Ford Motor Company before joining the Tiger Stadium grounds crew in 1969.
Redmond entertained the crowd with a trademark jig he danced while sweeping the infield during the fifth inning of nearly every Detroit Tigers' home game from 1969-1989.
While he and the grounds crew dragged brooms across the infield to smooth the dirt, Redmond would break into a soft shoe routine, shaking his hips, and then wave his cap to the cheering crowd as he exited.
In October 2006, Sports Illustrated chose Redmond for its list of the "10 Greatest Characters in Tigers History," along with Mark Fidrych, Norm Cash, Boots Poffenberger, and Dave Rozema.
Detroit fans booed and reacted so negatively that the team relented and allowed Herbie to resume his fifth inning performances.
"[5] Bob Buchta, a founder of the Tiger Stadium Fan Club, said Redmond was "a symbol to baseball lovers in Detroit.