But could Jackie's single days soon be behind her?
In early 2024, the mother of one spent a day on the high seas with Braith Anasta - and by all reports it was a real-life love boat!
According to reports, Jackie and the former NRL player were spotted enjoying a flirty, yet friendly chat but only time witll tell if these two stars decide to sail off into the sunset together.
In June 2023, Jackie told her co-host Kyle Sandilands that she had signed up for a dating app.
Announcing she was ready to start dating again five years after her split, she admitted she had signed up to Hinge.
Admitting she was speaking to 'three or four men' on the app, she gave insight into her 'try anything' attitude; "I just thought, hey, I’m going to do it because why not?” she said. “I can’t go out all the time, I don’t want to do that. This is just easier [to meet someone]."
While she's not 'necessarily looking' for a long-term relationship, she said she wants "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," she clarified.
WATCH NOW: Sophie Monk talks about The Bachelorette finale. Article continues after video.
This certainly seemed to be proven true when asked about her likelihood of becoming the next Bachelorette. On her radio show, she told her co-host Kyle that she had also received an offer from Channel 10.
"It came through my manager and I said 'absolutely not'. No way would I ever do something like that. It is great for your entertainment, but what about me?" she said firmly.
When pressed on just how much she was offered, Jackie remained tight-lipped, yet hinted it was over $300k (Sophie Monk's earnings). In spite of this impressive salary, she affirmed that no amount of money would convince her to sign on.
'They asked how much would it cost.' Nothing, I wouldn't do it. I would just not do it. Not The Bachelorette. They are just making TV in the end and you are just going to get gronks, get weirdos... I just don't think it is for me,' she attested.
Jackie also admitted that she had spoken to Sophie about her experience on the show, where she affirmed that she was not assigned with anyone compatible.
The 49-year-old said she prefers to date men aged between 35 and 55.
"I want to go out on a date here and there, you know?"
You’re going to scare everybody away! You’ll have a go and then everyone will be like, ‘Well I’m not going to like her because then I’ll get talked about on the air'."
Jackie was previously married to UK photographer Lee Henderson from 2003 to 2018. They share a 12-year-old daughter together, Catalina 'Kitty' Mae Henderson.
Prior to that, she was married to her former radio co-host 'Ugly' Phil O'Neil.