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Mott began to take closer notice of Bailey in the early 1990s, using him for nine stakes wins in a three-year period. But the combination would begin to soar in the fall of 1994, when Mott picked Bailey to ride his improving 4-year-old Cigar in the NYRA Mile after Mike Smith instead chose to ride multiple stakes winner Devil His Due. At 8-to-1 odds, Cigar romped to a seven-length win over Devil His Due, the 2-to-1 favorite, for the second of his 16 consecutive victories. “I’d been riding Smith,” Mott said, “and I was starting to take a back seat to the Phipps outfit. We were running into each other and Jerry wanted to ride a few. I was watching him and I said, ‘Man, he laid some good rides on these horses.’ That kind of started it out. He trains hard. He thinks about it, he works at it, he doesn’t smoke, drink or stay up late. He’s a dedicated athlete. I think he realizes there’s a certain amount of time he can do this, and he’s going to make all the best of it. He wants to be as good as he can be for as long as he can do it. He wants to be the best. For my money, day-in and day-out, he’s as good as there is.” Bailey would go on to win 96 graded stakes for Mott, notching Grade 1s (other than Cigar’s 11) aboard Fraise, Wekiva Springs, Geri, Escena, Confessional, Yagli, Royal Anthem, Snow Polina, Stroll, Sweet Symphony and Shakespeare.
