'You run a good race, son,'" Sherman recalled. He won over 2,000 races during his riding career. After riding for over 21 years, he retired from riding as a jockey and began training horses. Personal life Sherman met his wife, Faye, on a blind date while riding in Chicago. Faye was working for the Illinois Central Railroad at the time, and at first found Sherman's work to be "the most boring thing that's ever been done". After they were married, she worked in the gift shop at Bay Meadows Racetrack for 30 years before retiring. One of Sherman's sons, Alan, works together with his father to train their horses. Earlier, Alan worked as a jockey. Sherman's other son, Steve, is also a trainer, working out of Golden Gate Fields. Sherman's first great-grandchild was born in June 2014. Sherman owns a home in a north San Diego retirement community, but says he has no plans to retire. "I wouldn't know what to do with myself," he said. "[Racing] is the only thing I know. It's a great life. I can't wait to get up in the morning". Training career Sherman started training race horses in 1979. Prior to 2014, Sherman had 10 graded stakes winners, some of whom, trained in conjunction with his son Alan, were Grade 1 stakes winners. These included Lykatill Hill, who won back-to-back Governor's Handicaps at the California State Fair in 1996 and 1997, 2011 Clement L. Hirsch Stakes winner Ultra Blend, Haimish Hy, winner of the 2010 Hollywood Derby, 2007 Citation Handicap winner Lang Field, and Siren Lure, winner of the 2006 Triple Bend Invitational Handicap. For many years, he trained 50 horses at a time, but downsized to about 17 in the 2010s. , his stable is located at Los Alamitos Race Course in Orange County, California. Sherman's horses have started more than 12,000 races, with more than 2,100 wins and $38 million of prize money. He has stated that no horse can be trained precisely the same way as another, and credits his background as a jockey in helping him train: "I've been around and I've rode so many horses, and I think because of that it's helped me tremendously." California Chrome owners Perry Martin and Steve Coburn chose Sherman to train their horse because "he's old school. He's a regular guy ... He can spend quality time with every horse." In December 2013,