Occupying the airwaves across Australia for nearly two decades, Kyle Sandilands and Jackie ‘O’ Henderson’s life both on and off the air has cultivated a dedicated fan following.
After candidly sharing her reflections on life, love, and relationships following her divorces from Lee Henderson and Phil O’Neil, Henderson’s dating life has continually sparked fans’ curiosity, with rumours of her new relationship now taking centre stage.
Who is Jackie O dating?
Jackie O has most recently been linked to model Jack Tyerman.
After being spotted together following the 2023 TV Week Logie Awards, Henderson made a handful of comments addressing the rumours, responding that she “maybe” had someone new in her life.
A few weeks later, she was photographed on what appeared to be a date night with an Aussie model, who Woman’s Day identified as 29-year-old Jack Tyerman, with the sighting coming shortly after the 49-year-old announced that she was “officially” ready to start dating again.
Addressing speculation in August 2023, Henderson denied the rumours while speaking on The Kyle and Jackie O Show, telling listeners, ““No, Jack is not my boyfriend. We’re not in a relationship. He is not my boy toy. Jack is a good friend of mine. I know him through a friend of ours. We didn’t meet on a dating app or anything like that.”
Following her comments, the pair were spotted at a restaurant in Sydney a few hours later, leading Henderson to later add, ““He is cute, but no, there is nothing going on. We went out with his sister and her husband. We were just catching up.”
The radio host opened up on her dating life in October 2024, telling her bestie and Her Best Life podcast co-host Gemma O’Neill, “I’m now 49 and I have never enjoyed sex and relationships more than now because I know what I want. I’ve never felt more comfortable, confident, and sexy than I do at this age.”
Reflecting on her intimate relationships, Henderson added, “When I was in my 20s and 30s, all I care about was looking hot. I didn’t care about getting pleasure, just about what he thought of me.”
“It got to a point where I realised I felt sexy and now I know what my body wants, and men love that.”
In May 2023, Henderson shared the news that she had re-entered the dating scene on the Kyle & Jackie O Show, telling co-host Kyle Sandilands that she had signed up for the dating app Hinge almost five years after she announced her split from former husband Lee Henderson.
“I just thought, hey, I’m going to do it because why not?” she explained. “I can’t go out all the time, I don’t want to do that. This is just easier [to meet men].
“I just want to have some fun, I want to go out on a date here and there, you know?”
The Masked Singer judge also explained that she is “not necessarily on [Hinge] for a long-term relationship or anything like that.”
“I’m not like, ‘Oh my god I must find the one’, no…I just want to have a little bit of fun and go on dates.”
“That doesn’t mean I want Tinder hook-ups either. I’ll just go out on a date and see what happens.”
During the segment, she also revealed that her ideal man would be between the ages of 35 and 55.
Jackie O first announced her split from Lee Henderson in 2018. The couple had been together for over 18 years and married for 15, sharing a now 12-year-old daughter Catalina.
She was previously married to former radio co-host Phil O’Neil for four years before they divorced in 1999.
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