GLEN BOSS RETIRES

Champion Jockey Glen Boss is hanging up his saddle after announcing his retirement from racing at the age of 52. Boss leaves a huge legacy behind him after winning nearly everything the sport has to offer

Glen Boss winning the Sydney Cup aboard Etah James

Boss will finish his career after the Zipping Classic meeting at Caulfield on Saturday.

The star jockey won nearly every major title during his riding career but will always be famed for riding Melbourne Cup legend Makybe Diva to an emphatic three-peat in the race that stops the nation.


Alongside Makybe Diva Boss had a love affair with the W.S. Cox Plate, winning the race 4 times, most recently with UK import Sir Dragonet in 2020.

Sydney was always home for Boss winning 52 of his 90 Group 1 titles in the Harbour City including several Golden Slippers.

One of Boss’s favourite races was the Doncaster Mile which he managed to take out a whopping 7 times, first in 1996 aboard Sprint By and lastly 23 years later aboard Brutal.

As well as the highs Boss’ career was nearly ended at one point when a fall during a race in Macau in 2002 saw him narrowly avoid being paralysed with a broken neck.

He would return to the saddle only months later and win the Toorak Handicap aboard Shot Of Thunder for trainer John O’Shea.

From 2003 to 2005 Boss’ career would be dominated by Makybe Diva and her huge three-peat in the Melbourne Cup.

Boss would face injury again in 2011, when a fall aboard Crystal Lilly during a jump out at Flemington cost him a ride in the Sir Rupert Clarke Stakes aboard Smart Missile.

Overall Boss will retire with nearly 19,000 career starts and over 2,400 wins in a career that has span over 37 years. 

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