Melbourne cup winning jockey glen boss to retire 20211126 p5iwm4.html – Breaking News & Latest Updates 2026
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Melbourne Cup winning jockey Glen Boss announces retirement from racing

Brett Graham

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Melbourne Cup winning jockey Glen Boss has announced he will retire from racing after tomorrow's meeting at Caulfield.

Boss rode Makybe Diva to three straight wins in 2003-04-05, and also notched up victories in the Cox Plate (four times), the VRC Derby and the Golden Slipper (twice).

The 52-year-old's final race will be aboard short-priced favourite Spanish Mission in the Group 2 Zipping Classic.

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"This decision is something I have been mulling over for the past six months and particularly over the last two or three," Boss said in an interview with Ladbrokes.

Makybe Diva and jockey Glen Boss celebrate in 2003.

Makybe Diva and jockey Glen Boss celebrate in 2003. Getty

"I'm one of those individuals who is always 100 per cent, chips in all the way, and I made a promise to myself more than a decade ago … that if I got to the point in my riding career when I wasn't fully committed and all the way in, then it was time to finish."

A fixture on the Australian racing scene for three decades, Boss said he knew it was time to give it away.

"I just felt I was slipping a bit mentally," he said.

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"I felt it was the right time because I have so much energy and I want to put all that energy into something else, and that's what I am doing."

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