Promoted to director of racing and racing secretary in 2013, Tyler Picklesimer was hired by Turfway in 1994 as a placing judge and from 2002 served as the track's assistant racing secretary. He has additionally served Turfway as an alternate association steward, clocker, and paddock judge.
Picklesimer also is an association steward at Ellis Park and has served in the same capacity at Keeneland and The Red Mile. He continues to fill various roles at Keeneland and at Churchill Downs, including alternate association steward, paddock judge, placing judge, and stakes coordinator.
Since 2008 Picklesimer has also been the director of racing and racing secretary for the Thoroughbred meet at Colonial Downs in New Kent, Va. He also serves on various committees of the Virginia Racing Commission.
From 1997 to 2000 he worked as the horse identifier at River Downs and since 1998 has been a tattoo technician for the Thoroughbred Racing Protective Bureau. Since 2010 he has served on the Horse Identification and Microchip Committee of the North American Racing Secretaries Association.
Overlapping the early years of his career in racing, Picklesimer previously was director of security and ushers at Riverbend Music Center in Cincinnati.