Appliance Heir John Winning Moves On with Big Brother Star Holly Young
John Winning, the multimillionaire heir to the Winning Appliances empire, is reportedly dating Big Brother Australia star Holly Young, just weeks after his split from Bondi-based nude artist Dina Broadhurst became public. Friends close to Young have revealed to Sunday Confidential that the pair have been spending significant time together and have been spotted around Sydney's affluent eastern suburbs.
A Swift New Romance After High-Profile Breakup
Holly Young, best known for her appearance on Big Brother last year, was previously in a relationship with celebrity real estate agent Gavin Rubenstein. In a twist of Sydney's social circles, Rubenstein is now dating Made in Chelsea star Ruby Adler. Meanwhile, Winning and Broadhurst had been one of the eastern suburbs' most prominent couples, frequently seen together at exclusive events, parties, and fundraisers until their relationship cooled in the months leading to the public split.
Broadhurst is believed to have moved on as well, reportedly dating another local figure whose identity remains unconfirmed. Her past relationships include a marriage to musician Nick Broadhurst and connections to several notable Sydney figures, such as property developer Max Shepherd and millionaire investor Tony Benjamin.
Conflicting Reports Surround the Breakup
In January, it was reported that Dina Broadhurst dumped her multimillionaire boyfriend John Winning Jr. in December. However, later claims suggested the split was initiated by Winning, with sources indicating that the 46-year-old artist was left heartbroken, as reported by The Daily Telegraph. The couple had been together for over eight months before abruptly ending things the morning Dina attended a friend's wedding at Scots College early last month.
At the time, Daily Mail covered the breakup, noting that Dina seemed to be enjoying herself at the wedding of Pilates instructor Bernadette Fahey and property developer Jordan Sukkar. Initially, it was believed Dina instigated the split, with the pair quietly unfollowing each other on Instagram as sources claimed she realized her lifestyle was incompatible with John's.
New Insights Reveal Heartbreak and Confusion
New sources have since contradicted earlier reports, alleging that Dina was blindsided by the breakup. They stated, '[Dina] doesn't know what went wrong. They were going so strong, then he broke it off.' The split happened so quickly that a heartbroken Dina didn't even have time to retrieve all her belongings. Despite appearing cheerful at her friend's wedding and catching up with eyebrow expert Kristin Fisher, insiders say Dina was overheard telling guests how devastated she was over the split.
Background of the Former Power Couple
Dina and John, the son of appliances mogul John Winning Snr, whose family is worth an estimated $700 million, began dating in March 2024 and went public with their romance in May. Initially described as 'smitten,' sources later claimed Dina had grown out of the relationship with the fun-loving businessman. John took over as CEO of Winning Appliances in 2011 at age 22, steering the business toward success with Appliances Online, now Australia's largest online appliance retailer. The family business, started by his great-grandfather Richard William Winning in 1906 as R.W. Winning & Co, has grown into a leading kitchen and laundry appliance specialist.
