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Top jockey Glen Boss splits with wife of almost 30 years and finds new love with millionaire property developer

  • Post category:UK Racing News
  • Reading time:11 mins read


  • Boss won the Melbourne Cup three years running with Makybe Diva 
  • Has separated from his wife and found new love 
  •  Met his new flame at same place he met his former wife

Melbourne Cup champion jockey Glen Boss has moved on from his wife of almost 30 years as he finds new love with a Gold Coast real estate millionaire.

The three-time winner of the nation’s biggest race has split from wife Sloane Boss and has been seen stepping out with Queensland businesswoman and property developer Sandy Cowell. 

Boss and his catwalk model wife reportedly separated earlier this year.

News Corp has reported that Boss, 54, and Cowell, 61, are both regulars at the Gold Coast races.

Cowell has also shared loved-up images of the duo at the Gold Coast Turf Club as well as during a recent holiday to the Whitsundays.

‘It’s no secret – they’re all over each other at the track,’ a racing insider said. 

Champion jockey Glen Boss has separated from his wife and is now with Queensland businesswoman and property developer Sandy Cowell (pictured together)

Cowell sizzles at the Sydney Children's Hospital Foundation Gold Dinner at Sydney Town Hall

Boss raises his hand in triumph after he rode Makybe Diva to win the 2004 Melbourne Cup

Cowell sizzles at the Sydney Children’s Hospital Foundation Gold Dinner (left) and Boss raises his hand in triumph after he rode Makybe Diva to win the 2004 Melbourne Cup (right)

Boss is best known for his triumphant rides aboard Makybe Diva in the 2003, 2004, and 2005 Melbourne Cups and has ridden 45 Group 1 winners since his debut as a senior jockey in 1990.

His journey took a perilous turn when a serious race fall threatened to curtail his career during a torrential downpour on a Macau racetrack in June 2002, but he was able to not only return but win the Melbourne Cup the following year.

Boss and his wife Sloane have two adult children, Tayte and Carter.

Sandy Cowell is an active Gold Coast property developer, businesswoman and self-made millionaire with a vast real estate portfolio along with property investment and construction companies.

She has an adult daughter named Julia from a previous relationship.

Boss did not respond to the publication’s request for comment while Sloane said it was ‘really nobody’s business’.

‘It’s personal – it’s between Glen and I,’ she said.

Sloane and Glen Boss reportedly separated earlier this year after almost 30 years of marriage

Sloane and Glen Boss reportedly separated earlier this year after almost 30 years of marriage

Sloane and Glen Boss dressed as Barbie and Ken. The couple met when they were just teenagers and have two adult children together

Sloane and Glen Boss dressed as Barbie and Ken. The couple met when they were just teenagers and have two adult children together

Sloane (right) has recently been photographed enjoying time out with a friend following the separation

Sloane (right) has recently been photographed enjoying time out with a friend following the separation

Boss, originally from Caboolture north of Brisbane, met Sloane at the Gold Coast Turf Club when he was an 18-year-old apprentice.

‘I remember seeing him on a horse, thinking, ‘I wonder who that is?’,’ Sloane said previously.

‘After the last race, the jockeys usually get dressed and come into the bar. Another jockey’s wife introduced me to him (Glen). Oops, I was in a bar and I was only 16.

‘He asked me what we were doing that night and we said we were going to Jupiter’s Casino in Broadbeach. And we met up there. He was with friends and we bumped into each other and that was it.’

Cowell had purchased a penthouse apartment at Mermaid Waters on the Gold Coast in 2005, spending $1million on renovations, before listing the property in 2017 because her daughter wanted a dog.

The Mermaid Beach home was listed for $5.95million.

‘She’s been bugging me for years to have pets,’ Cowell said at the time.



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