Sir Gaylord at HialeahYears before the great Secretariat, there was his half-brother, Christopher T. Chenery's homebred Sir Gaylord. A son of Turn-to, Sir Gaylord was one of the best 2-year-olds of 1961, winning four consecutive stakes midway through his juvenile season, including the rich Sapling Stakes at Monmouth Park.Sir Gaylord's 3-year-old debut came against one of the previous year's co-champion 2-year-olds males, Crimson Satan. Sir Gaylord, the odds-on favorite, scored by three-quarters of a length over his main rival.
Sir Gaylord faced Crimson Satan and the other co-champion, Ridan, in both the Feb. 7 Bahamas Stakes and the Feb. 21 Everglades Stakes. Sir Gaylord beat heavy favorite Ridan in the Bahamas, with Crimson Satan third, and went off the favorite in the Everglades at 1 1/8 miles. Sir Gaylord won the Everglades, but it wasn't Crimson Satan or Ridan finishing second, but 15-1 shot Decidedly.Sir Gaylord didn't race again until the end of April. He won at Churchill Downs a week before the Kentucky Derby, but suffered an injury shortly before the big race and was retired. Decidedly won the Derby to break a three-race losing streak.