Bachelor Duke

Bachelor Duke made his racecourse debut in a maiden race over seven furlongs at Yarmouth Racecourse on 17 September and started at odds of 100/30 as the second favourite in a fifteen-runner field. After being restrained by Sanders in the early stages, he stayed on in the last quarter mile to finish third behind Eden Rock and Dubois. Despite his defeat, the colt was moved up in class for the Group Three Somerville Tattersall Stakes over the same distance at Newmarket on 2 October. He started as the 25/1 outsider of the eight runners but exceeded expectations as he finished strongly to take third place behind Milk It Mick and the favourite Bayeux, beaten half a length by the winner.[9] He was again an outsider sixteen days later when he was stepped up to Group One level for the Dewhurst Stakes. After being held up as usual, he recovered from being blocked approaching the final furlong to finish fourth of the twelve runners behind Milk It Mick, Three Valleys, and Haafhd.[10]

Bachelor Duke began his second season in the 2000 Guineas over the Rowley Mile course at Newmarket on 1 May. Starting at odds of 20/1 in a fourteen-runner field, he raced closer to the lead than previously but was unable to quicken in the last quarter mile and came home seventh, beaten six lengths by Haafhd, who won from Snow Ridge, Azamour, and Grey Swallow.[11] Following the death of the Duke of Devonshire on 3 May the ownership of Bachelor Duke passed to the executors of his late owner's estate.

Three weeks after his defeat at Newmarket, the colt was sent to Ireland for the Irish 2000 Guineas over one mile on good to firm ground at the Curragh. Azamour stated he was a 6/4 favourite ahead of Grey Swallow and Leitrim House (Tetrarch Stakes), with Bachelor Duke next in the betting at 12/1. The only one of the other four runners to be given a serious chance was the Aidan O'Brien-trained Grand Reward. He raced in sixth place as Grand Reward set the pace before being switched to the outside to make his challenge two furlongs out. He went to the front 100 yards from the finish and won by a length from Azamour, with Grey Swallow taking third ahead of Leitrim House.[12] He became the first maiden to win the race since Ballymore in 1972.[13] After recording the first classic success of his 25-year training career, James Toller said, "[It's been] a long time coming, but fantastic. It's just such a shame the owner couldn't be here to see it. It looked like he'd improved since the Guineas. He's been working well at home, and the faster ground helped".[14] Seb Sanders, who was also winning his first classic, commented, "It's a fantastic feeling. I rode my first Group One winner (Compton Place) in the same colours, and it is a shame the Duke did not live long enough to see this day".[13]

In the St. James's Palace Stakes at Royal Ascot in June. In the St. James's Palace Stakes at Royal Ascot in June, he was given a little more respect in the betting market and started as the 6/1 third favourite behind Azamour and Haafhd. After racing in mid-division, he was unable to make any progress in the straight and finished seventh of the eleven runners behind Azamour.[15]