Dina Broadhurst’s new toyboy beau Danny Tchalaby has taken devotion to a cringeworthy new level.
The new couple were spotted on a romantic date in Double Bay on Tuesday, with Danny sporting a T-shirt emblazoned with Dina’s photo.
The image across his chest showed the 50-year-old artist and socialite posing in a skimpy red swimsuit while holding a book titled Lovers.
Dina meanwhile showcased her svelte frame in a white singlet top and green short-shorts that left little to the imagination.
The age-gap couple – Danny appears to be in his early 30s – were seen strolling hand-in-hand through the ritzy suburb before grabbing lunch at an upmarket cafe.
Unfortunately, the date wasn’t all smooth sailing as Dina was slapped with a parking fine by the time she returned to the car.
Dina Broadhurst’s new toyboy beau Danny Tchalaby has taken devotion to a cringeworthy new level by wearing a T-shirt emblazoned with her photo while on a date in Double Bay on Tuesday
Dina meanwhile showcased her svelte frame in a white singlet top and green short-shorts that left little to the imagination
Dina took the bad news in good humour, however, refusing to allow the ticket to ruin her romantic outing.
Dina and Danny made their debut as a couple at a party hosted by Italian luxury fashion house Prada in Sydney’s CBD on Friday.
Not only was it their first sighting together, but it also marked Dina’s return to the social scene since splitting from appliances heir John ‘Herman’ Winning.
So who is Danny?
An entrepreneur from Germany, he founded the angel investment syndicate Mavericks Founders in 2015.
Before this, he held various roles in tech and finance. He seems to keep a low profile online, with social media accounts set to private.
Before becoming a full-time angel investor – someone who makes early investments in start-up companies – Danny worked as an advisor at SKEDit, a WhatsApp messaging automation platform.
For about a year in 2023, he also worked in venture growth for business consultant Hoxton Projects, and was a co-founder and CEO of Datra from 2017 to 2019.
The age-gap couple – Danny appears to be in his early 30s – were seen strolling hand-in-hand through the ritzy suburb before grabbing lunch at an upmarket cafe
Unfortunately, the date wasn’t all smooth sailing as Dina was slapped with a parking fine by the time she returned to the car
It’s unclear exactly how long Dina and Danny have been seeing each other, but he first appeared on the Sydney elite radar in February when Dina posted this photo to Instagram Stories
Danny appears to have begun his career in tech as an ‘entrepreneur-in-residence’ at the ideas‑driven collective Pulilab in 2012, following his graduation from EBS Business School in Oestrich‑Winkel, Hesse, Germany.
He then began working as a business analyst before moving to Budapest.
After a year in the Hungarian capital, it seems he returned to Germany to work at Deutsche Bank as a financial technology advisor for a little over four years.
It’s unclear exactly how long Dina and Danny have been seeing each other, but he first appeared on the Sydney society radar in February.
At the time, Dina’s love life was the subject of whispers after her ex John unexpectedly deleted his Instagram account following reports his ‘rock star’ social media presence was causing friction at his family business, Winning Appliances.
Dina had also stopped posting about John on her socials, with their last photo together appearing on her account in January.
‘Herman’, as he is widely known, is the son of appliances mogul John Winning Sr, whose family is worth an estimated $700 million.
John took over as CEO of Winning Appliances in 2011 at the age of 22, spearheading its expansion into Australia’s largest online appliance retailer.
At the time, Dina was courting whispers about the state of her love life after her on-again-off-again partner John ‘Herman’ Winning Jr deleted his Instagram. Pictured together in January
The company was founded in 1906 by his great-grandfather, Richard William Winning, and remains a powerhouse in the kitchen and laundry appliance sector.
He began dating Dina in March 2024, but had called it quits by the end of the year, only to rekindle things in August 2025.
At the time, the so-called ‘nude artist’ told Stellar magazine: ‘I’m in a relationship.
‘After spending some time apart, we’ve reconnected with a much deeper bond. And we’re happier than ever.’
