John Singleton, 81, millionaire advertising man married six times, splits from his ‘caregiver’ girlfriend, 44, after 18 months together, ending marriage hopes
- Legendary publicist splits from girlfriend Kim Dennis
- The couple had been together for 18 months despite a big age difference
Sydney multi-millionaire John Singleton, 81, has ended his relationship with his 44-year-old ‘caregiver’ girlfriend amid speculation she was preparing for a proposal.
Singleton – worth an estimated $768million – broke up with his former employee Kim Dennis shortly before Christmas.
The couple started dating in 2021 after bonding over a shared love of horses and moved in together after Singleton suffered from heart failure and fluid in his lungs in November of that year, the Daily Telegraph reports. .
Dennis lived with Singleton at his home in Mt White on the central coast of NSW and helped look after him.
Sydney multi-millionaire John Singleton (left) and his 44-year-old former carer and girlfriend Kim Dennis (right) have broken up
Singleton is said to have 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 difference. They had been together for about 18 months.
Dennis – a divorced mother of two from western Sydney – worked for ‘Singo’ on his Macquarie Radio Network 2GB station and knew him for several years before they started dating.
However, his position was terminated by 2GB’s new owner, Nine.
She has since started a new job at an American skincare company.
Sources close to the former couple told the Telegraph that Dennis was “blindsided” by the split and was busy planning his future overseas vacation.
They also said Singleton “probably would have been generous with Dennis” after their sudden split.
Singleton (pictured left in 2022) is worth an estimated $768million and invited Dennis to live with him at his Mt White home after suffering heart failure in 2021
Dennis is also said to have hoped for a proposal from Singleton which would see her become his seventh wife.
She once dated 2GB radio host Steve Price with the couple pictured together in October 2019.
Price had separated from his second wife Wendy Black the same year, but denied the breakup in June.
Singleton also has an impressive list of ex-girlfriends and wives – having been divorced six times, including once to 60 Minutes reporter Liz Hayes in the early 1990s.
Before Dennis, Singleton dated New York-based PR expert Venessa Merrin, as reported by Daily Mail Australia.
Their relationship began in 2016 and reportedly only ended once Singleton went official with Dennis in 2021.
Singleton made his fortune in the advertising business in the 1970s and 1980s.
