After completing a course at the British Racing School, Probert went to work at the yard of trainer
Andrew Balding at
Kingsclere. As an apprentice jockey, he rode his first winner on 3 December 2007, when Mountain Pass won a race at
Wolverhampton for Welsh trainer John Llewellyn. In 2008, he rode 50 winners and shared the
British flat racing Champion Apprentice title with fellow Kingsclere apprentice
William Buick. In 2012, he won his first
Group race, riding Highland Knight for Balding in the Group 2
Oettingen-Rennen in
Baden-Baden, Germany. After the race, Probert said: "This must be the best horse I have ever ridden, he was terrific today and I never had a moment's worry." The following year, he picked up the Group 3
Darley Stakes at
Newmarket on the same horse. June 2014 saw Probert become the youngest
Welshman to ride in the
Derby, finishing eleventh on 50/1 outsider Impulsive Moment for Balding. The same month, he secured his first win at
Royal Ascot, in the
Britannia Stakes on the Balding-trained Born in Bombay He achieved his first century in 2014, ending the year on 107 winners. Probert rode his 1,000th winner at
Lingfield in June 2020. At the end of the 2022 flat season, during which he secured five Group 2 victories, he won the Welsh flat racing jockey of the year award. As of June 2025, Probert had won 21 Group 2 and 3 races, in Great Britain, Germany, Qatar and Italy. == References ==