Which jockey has won the 2,000 Guineas most often?

The career of jockey James Robinson, popularly known as ‘Jem’, effectively came to an end when, in 1852, at the age of 59, he was thrown from a fractious two-year-old colt, by the name of Feramorz, at Newmarket and sustained a broken thigh bone in the fall. The bone was not set properly, leaving his left leg several inches shorter than his right and forcing him into retirement.

Nevertheless, Robinson enjoyed a stellar riding career, winning a total of 24 British Classics, including the Derby six times, between 1817 and 1836, and the 2,000 Guineas nine times, between 1825 and 1848. His Derby record lasted until the latter part of the twentieth century, when surpassed by the legendary Lester Piggott – who would eventually ride nine Derby winners in all – aboard Empery in 1976.

Even more remarkably, though, nearly a century-and-a-half after his death, in 1873, Robinson remains the leading jockey in the history of the 2,000 Guineas. For the record, his nine winners of the Newmarket Classic were, in chronological order, Enamel (1825), Cadland (1828), Riddlesworth (1831), Clearwell (1833), Glencoe (1834), Ibrahim (1835), Bay Middleton (1836), Conyngham (1847) and Flatcatcher (1848). Of jockeys still riding, Lanfranco ‘Frankie’ Dettori, 50, has three 2,000 Guineas winners to his name, while Ryan Moore, 37, has two, so Robinson’s record looks safe for a while yet.

Did Greville Starkey ever win the Derby?

Sadly, the late Greville Starkey, who died in April, 2010, at the age of 70, will always be best remembered for ‘losing’ the 1986 Derby. His mount, Dancing Brave, was sent off 2/1 favourite for the Epsom Classic but, having been held up at the rear of the field, was a long way out of his ground as the field turned for home. Dancing Brave made relentless progress up the straight but, at the winning post, was still half a length behind the winner, Shahrastani, ridden by Walter Swinburn. Starkey was, unjustly, pilloried for setting Dancing Brave an impossible task in a steadily-run race and one losing ride would overshadow his career.

To answer the question, yes, Greville Starkey did win the Derby and it shouldn’t be forgotten that, in so doing, he produced one of the boldest, strongest rides ever seen on Epsom Downs. In the 1978 Derby, Starkey rode Shirley Heights, trained by John Dunlop and, approaching the furlong marker, appeared to have little chance of winning as Hawaiian Storm, ridden by Bill Shoemaker, made the best of his way home. However, galvanised by Starkey, Shirley heights made rapid late progress against the inside rail, getting up to beat the long-time leader by a head in the final stride.

Are three-year-old fillies eligible to run in the 2,000 Guineas & the Derby?

The simple answer is yes, they are. Although the 2,000 Guineas and the Derby as billed as “colts'” Classics, they are, in fact, open to horses of both sexes, but not geldings.The only proviso is that horses have run at least once and achieved an official handicap rating of 80 or more, or an equivalent level of form, in the eyes of the official handicap. In both cases, fillies receive a 3lb allowance from their male counterparts.

Three-year-old fillies may be eligible to run in the 2,000 Guineas and the Derby but, nowadays, rarely do so. Indeed, the last filly to win the 2,000 Guineas was Garden Path who, in 1944, justified favouritism in a wartime renewal, run on the July Course, rather than the Rowley Mile, at Newmarket. The last filly to win the ‘Derby’ was Fifinella who, in 1916, won a wartime substitute, known as the ‘New Derby Stakes’ also, coincidentally, run on the July Course at Newmarket.

Modern trainers prefer their top-class fillies to pursue the 1,000 Guineas and/or Oaks route, not least because both “fillies'” Classics are restricted to three-year-old fillies only. Notwithstanding funding cuts due to the Covid-19 pandemic, the 1,000 Guineas and 2,000 Guineas are worth exactly the same prize money and, although the premier colts’ Classic, the Derby, offers a purse three times higher than the Oaks, fillies have a much better chance of winning against their own sex.

Which was the first horse to run in the Kentucky and Epsom Derbies?

Which was the first horse to run in the Kentucky and Epsom Derbies?  The first horse to run in the Kentucky and Epsom Derbies and, indeed, the first British-trained horse to run in ‘The Race for the Roses’, was Bold Arrangement, owned by Anthony and Raymond Richards and trained, in Newmarket, by Clive Brittain. Brittain was renowned for his adventurous, pioneering spirit and, although often accused of ’tilting at windmills’, became synonymous with high-profile success at home and abroad.

Bold Arrangement was sired by Persian Bold, a smart performer between a mile and a mile-and-a-quarter, including on turf. He won four of his nine starts as a juvenile, including the Group Three Solario Stakes, over 7 furlongs, at Sandown Park, under Pat Eddery. After a modest three-year-old debut at Doncaster in March, 1986, Bold Arrangement headed to Lexington, Kentucky for his first start on dirt, the Blue Grass Stakes, over nine furlongs, at Keeneland. Once again ridden by Pat Eddery, the colt came from way off the pace to finish third, beaten three-quarters of a length.

At Churchill Downs, Bold Arrangement was ridden by Kentucky Derby veteran Chris McCarron, deputising for the suspended Eddery, and sent off at 8/1. After four furlongs, Bold Arrangement was only eleventh of the sixteen runners, but loomed large leaving the far turn and kept on stoutly to finish second, beaten 2¼ lengths, behind Ferdinand. McCarron kept the ride at Epsom a month later but, sent off at 12/1, Bold Arrangement could only manage fourteenth of the sixteen finishers behind controversial winner Shahrastani.

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