Sydney millionaire John Singleton dumps girlfriend Kim Dennis

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Six-times married millionaire publicist John Singleton, 81, splits from his ‘caretaker’ girlfriend, 44, after 18 months together, ending hopes of marriage.

  • Legendary publicist splits with girlfriend Kim Dennis
  • The couple were together for 18 months despite the huge age difference

Sydney billionaire John Singleton, 81, has ended his relationship with his 44-year-old ‘carer’ girlfriend as there was speculation he was preparing for a proposal.

Singleton, worth an estimated $768 million, broke up with his former employee Kim Dennis shortly before Christmas.

The couple began dating in 2021 after bonding over a shared love of horses and moved in together after Singleton suffered heart failure and fluid in his lungs in November of that year. daily telegraph reports.

Dennis lived with Singleton at his home on Mt White on the central coast of New South Wales and helped nurse him back to health.

Kim Dennis (above) reportedly hoped to marry millionaire John Singleton

Sydney billionaire John Singleton (left) and his former carer and girlfriend of 44 years Kim Dennis (right) have split

Singleton reportedly split from Dennis (pictured in 2019 with his former partner, 2GB radio host Steve Price) over concerns over their nearly 40-year age gap.

Singleton reportedly split from Dennis (pictured in 2019 with his former partner, 2GB radio host Steve Price) over concerns over their nearly 40-year age gap.

Singleton reportedly ended the relationship due to concerns over their nearly 40-year age gap. They were together for about 18 months.

Dennis, a divorced mother of two from western Sydney, worked for ‘Singo’ on his Macquarie Radio Network station 2GB and knew him for several years before they started dating.

However, his position was fired by 2GB’s new owner, Nine.

Since then, she has started a new job at an American skin care company.

Sources close to the former couple told the Telegraph that Dennis was “shocked” by the breakup and had been busy making plans for future holidays abroad.

They also said that Singleton “probably will have been generous to Dennis” after their sudden split.

Singleton (pictured left in 2022) is worth an estimated $768 million and invited Dennis to live with him at his Mt White home after suffering heart failure in 2021

Singleton (pictured left in 2022) is worth an estimated $768 million and invited Dennis to live with him at his Mt White home after suffering heart failure in 2021

Dennis was also reportedly holding out hope for a proposal from Singleton that would make her his seventh wife.

She previously dated 2GB radio host Steve Price with the couple pictured together in October 2019.

Price separated from his second wife, Wendy Black, that same year, but denied the breakup in June.

Singleton also boasts an impressive list of ex-girlfriends and wives: He’s been divorced six times, including once with 60 Minutes reporter Liz Hayes in the early 1990s.

Prior to Dennis, Singleton dated New York-based public relations expert Venessa Merrin, as reported by Daily Mail Australia.

Their relationship began in 2016 and reportedly only ended once Singleton made it official with Dennis in 2021.

Singleton made his fortune in the advertising business in the 1970s and 1980s.