Glen Boss

Triple Melbourne Cup champion

Triple Melbourne Cup champion, Glen Boss is one of Australia's most accomplished and successful jockeys.

His feats of piloting the great mare Makybe Diva to victories in the 2003, 2004 and 2005 Melbourne Cups - as well as his three Cox Plate triumphs (Makybe Diva 2005, So You Think 2009 and Ocean Park 2012) - has not only guaranteed Glen a celebrated place in Australian turf history but rewarded his determination to return to the saddle after a serious race fall threatened his career.

When Glen slipped from his mount on a racetrack in Macau in 2002 the initial verdict pointed to an abrupt ending to his high-profile career. But the prompt action of the medical team and one of the world's top neurosurgeons enabled Glen to make a full recovery.

In 2004, when the nation stopped for its most famous horse race, Glen became the first jockey to win back-to-back Melbourne Cups. His 2005 win confirmed his place as a true racing champion and his successive trio of Melbourne Cup victories ensured him a place in racing immortality - no other jockey has achieved this momentous feat in the 151-year history of Australia's most famous race.

Although he was based in Hong Kong between 2007 and 2008, Glen answered an SOS from Gai Waterhouse and rode Sebring to victory in the 2008 Golden Slipper at Rosehill.

In 2010, Glen was awarded the coveted Scobie Breasley Medal, Victorian racing's highest honour. The award - voted on by stewards with points allocated on a 3-2-1 basis for the best rides in metropolitan races over a season - is given to the most outstanding flat jockey of the season based on performances at Victoria's metropolitan meetings.

Beaudesert-born Glen has had a special relationship with horses since he was a toddler. Leaving school at fifteen, he moved to Gympie to start his riding apprenticeship and after riding 60 winners in less than 10 months he moved on to the Gold Coast where success followed him. In 1994 he moved to Sydney where his star-studded career really began to flourish.

Glen regularly exports his talents overseas, winning acclaim in Hong Kong, Macau, Dubai, Japan and New Zealand. He is a keen all-round sportsman who enjoys playing tennis and golf and watching his favourite rugby league team, the Brisbane Broncos.

Glen Boss is one of Australia's best jockeys but away from the track, he has also built a steady following with his corporate presentations. Displaying the positivity and fierce desire that has made him a champion, Glen is an inspiring, positive, accomplished speaker who resonates with his audiences.

Glen Boss talks about:

  • Turing Dreams into Trophies
  • The Day My Life Ended ... and Started Again
  • Working for Kings, Sheiks and Billionaires
  • Winning All You Can Win and Remaining Focused
  • Me and the Diva

Client testimonials

Glen was truly inspirational. He has an amazing drive and focus and has overcome major setbacks in his career to come back to win his 3rd Melbourne Cup on Makybe Diva proving that with determination and strong will you can achieve anything … Glen spoke from the heart, was honest and humble and received a great reaction from my team. His presentation was uplifting and enlightening. SONY BMG is one of the most important and influential companies in the music industry, and in my position I have worked with the leading figures in the music and entertainment industry. Glen was able to make connections to our industry with his story to inspire and motivate my team and we intend to use him again.


His contribution to our conference was tremendous and went well beyond just his beautiful address to over 200 delegates … his country chat mixed with a very interesting ‘Life in racing’ made everyone hang on every word … I have seen many a good speaker in my time at conferences and I for one was not disappointed at all. On the contrary my expectations were already high from your recommendation and Mr Glen Boss exceeded that expectation. Glen made the audience feel and believe that they were actually riding on Makybe Diva to the finish.

Total Financial Solutions Australia

Glen was well received by the audience, told a great story about a comeback against the odds and gave an insight into a great racehorse, was very open about his style and spent considerable time after the address having photos taken with members of the audience. The feedback post the event was very complimentary.

Rural Press