The inaugural running took place on October 12, 1939 at the Jamaica track and was won by Belair Stud Stable's Isolater whose jockey, James Stout, and his trainer, Jim Fitzsimmons would both have careers that led to induction in the U.S.
[2] On December 13, 1975, Edward R. Scharps' gelding Sharp Gary won the 1+5⁄8-mile (2.6 km) Gallant Fox Handicap in track record time.
[3] Ten days later Sharp Gary won the 2+1⁄4-mile (3.6 km) Display Handicap, the longest major stakes event in North America.
[4] Future U.S. and Canadian Horse Racing Hall of Fame inductee Sandy Hawley was aboard Gary Sharp for both wins.
[5] With long-distance racing steadily declining in popularity with fans, and breeding now almost exclusively designed for speed, after seventy one years the Gallant Fox was canceled following the 2009 edition.