Stalwart sire Medaglia d’Oro will try to move into the Kentucky Oaks record books when his daughter Botanical brings a stakes win streak at Turfway Park into in the 149th edition of the filly classic on May 5 at Churchill Downs. Medaglia d’Oro, who stands for Darley in Kentucky, is one of 14 stallions to sire two or more winners of the Kentucky Oaks. He scored his first with the great Rachel Alexandra’s runaway victory in the 2009 edition; the filly went on to win the Preakness Stakes in her Horse of the Year campaign to make Medaglia d’Oro a classic sire. He recorded a second Oaks winner in 2011 with Plum Pretty. The all-time Oaks sire record is held by King Alfonso, who sired Katie Creel in 1882, Vera in 1883, and Lizzie Dwyer in 1885. His feat came when the Thoroughbred breeding industry in America was entirely different than it is today, as runners by Medaglia d’Oro and other modern stallions compete against exponentially larger foal crops sired by a larger number of stallions, due partially to an enhanced emphasis on commercial breeding, as well as the relative ease of shipping horses in modern times. :: Take your handicapping to the next level and play with FREE DRF Past Performances - Formulator or Classic.  The other stallions to sire multiple Kentucky Oaks winners are Longfellow (1880, 1887), Billet (1886, 1891), Falsetto (1892, 1900), The Commoner (1902, 1911), Spanish Prince (1924, 1925), Bull Dog (1942, 1944), Bull Lea (1952, 1953), Sir Ivor (1976, 1977), Deputy Minister (1989, 1998), Seattle Slew (1990, 2001), A. P. Indy (2000, 2007), and Proud Citizen (2008, 2012). Medaglia d’Oro, a 24-year-old son of El Prado, won seven graded stakes during his own racing career, highlighted by Grade 1 scores in the Travers, Whitney, and Donn, earning more than $5.7 million before entering stud in 2005. Rachel Alexandra was from his first crop, and he has gone on to sire 180 stakes winners through April 14, including two-time Eclipse Award champion Songbird, Hong Kong champion Golden Sixty, Canadian Horse of the Year Wonder Gadot, Canadian champion Souper Escape, and Australian champion Vancouver, among other major winners. Medaglia d’Oro’s Grade 1-winning sons Bolt d’Oro, standing at Spendthrift Farm, and Violence, standing at Hill ‘n’ Dale, have a chance to make a major impact on this year’s Kentucky Derby. Violence is likely to be represented in the field by champion and acknowledged favorite Forte, along with Raise Cain. Bolt d’Oro, last year’s leading freshman sire, has Instant Coffee and Major Dude hoping to make the field. :: Want to learn more about handicapping and wagering? Check out DRF's Handicapping 101 and Wagering 101 pages.