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Glen Boss

Glen Boss attended Caboolture State High School from 1983 to 1985 where his strengths were rugby league, playing as a hard-tackling fullback, and long distance running where he came third in the State Championships.  Glen had been introduced to horses at an early age, and was a successful Pony Club participant.  However, at the age of fifteen, a chance visit to the Gympie races with his grandmother, introduced him to the magic of horse-racing and his future was sealed. His apprenticeship as a jockey began in Gympie, and he learned to race on the bush circuit of south-east Queensland, before moving to the Gold Coast and then to Sydney in 1995, rising through the ranks to become one of the best jockeys that Australia has seen. 
A race fall in Macau in 2002 caused serious spinal injuries, but Glen fought back to win just about every major race in Australia including the Cox Plate (3 times), the Golden Slipper (twice) and the Doncaster Mile (6 times).  Glen is regarded as a big-race rider and became a favourite of punters as they knew that he would give an outsider as much chance as a favourite.  However, Glen is probably best known for famously partnering the mare, Makybe Diva, to three successive Melbourne Cups between 2003 and 2005, the only jockey in Australian racing history to have achieved this honour.
At the 2010 Victorian Thoroughbred Racing Awards, Glen won the Scobie Breasley Medal which recognises jockeys who have achieved excellence in race riding.  Having over 1,800 career victories, 2015 saw Glen inducted into the Australian Racing Hall of Fame.  He has ridden successfully throughout Asia and now lives in Singapore with his family.  Glen still rides for the same reason that he first started as a 15 year old – a love of horses.