For months, the Southern Highlands rumour mill has been spinning in earnest over the identity of the woman who has allegedly won the heart of Mike Cannon-Brookes.

The Atlassian CEO, 45, separated from his wife Annie last July after 13 years of marriage and the former couple - and their lawyers - now face the mammoth task of dividing up their enormous wealth and assets, which total an estimated $31billion.

It's not exactly a secret that Cannon-Brookes has been dating after his separation, with The Wall Street Journal (of all places) reporting in November he was seeing an unnamed 'civilian' he'd met in the Highlands. When we approached Atlassian at the time, they declined to comment on his new relationship.

Last month, we heard a red-hot rumour that 'civilian' was Phoebe Burgess, the ex-wife of retired NRL star Sam Burgess. A wild goose chase around Bowral followed before it emerged the gossip was just overzealous school mums hitting the WhatsApp groups after a few too many wines.

While we don't know for certain who the new lady in Cannon-Brookes' life is, paparazzi photos have emerged of the scruffy-chic tech mogul catching a private jet with a female companion who, on the surface, appears to tick all his boxes.

The billionaire was seen arriving at Sydney Airport on Saturday morning after flying in via private jet from San Francisco. But he didn't disembark solo.

Billionaire Atlassian CEO Mike Cannon-Brookes was seen disembarking a private jet in Sydney Airport on Saturday morning with a woman named Amelia, who also works in tech

Toting a large suitcase, Cannon-Brookes dressed casually for the flight in blue jeans, a brown jumper and black jacket. Amelia opted for a knit jumper, denim jacket and off-white pants 

After leaving the jet, the pair was seen driving off together

He followed several steps behind a young woman our sources say is named Amelia. She also works in tech and is believed to have ties to the Southern Highlands.

Toting a large suitcase, Cannon-Brookes dressed casually for the flight in blue jeans, a brown jumper and black jacket. Amelia opted for a knit jumper, denim jacket and off-white pants.

After leaving the jet, the pair was seen loading their luggage into a car before driving off together, with Amelia sitting in the front passenger seat. 

Little is known about Amelia at this stage, and the nature of her relationship with Cannon-Brookes is unclear. A LinkedIn account under her name indicates she works for a small software firm.

The sighting follows reports Cannon-Brookes may have been romantically involved journalist/influencer Phoebe Burgess.

But the rumour, which was never denied by either party, looks to have been nothing more than idle gossip stemming from the fact they both send their children to the same private school in Moss Vale.

In the background of all this speculation is Cannon-Brookes' divorce from wife Annie, which could prove to be extraordinarily complex as they divide their enormous wealth and assets, which total an estimated $31billion.

Their separation was first revealed by the Australian Financial Review in July 2023. 

A LinkedIn account under her name indicates Amelia works for a small software firm that offers payment solutions 

The sighting follows reports linking Cannon-Brookes to journalist/influencer Phoebe Burgess 

'They're both focused on their children as their number one priority right now,' a family representative said at the time.

'They ask that their privacy is respected.'

The former couple, who tied the knot in January 2010 and share four children, were involved in a terrifying car accident just months before their split. Cannon-Brookes was hospitalised due to his injuries.

But they both made a full recovery and the crash was not related to their separation.

Annie was working as a fashion designer when she first met Cannon-Brookes in the Qantas lounge at Sydney Airport while travelling home to Michigan more than a decade ago. 

Little is known about Amelia at this stage, and the nature of her relationship with Cannon-Brookes is unclear. After leaving the plane, she hopped in the passenger seat

He wooed her by inviting her to an awards ceremony and they soon became inseparable.

The pair's 1.1-hectare Fairwater home in the Sydney harbourside suburb of Point Piper, where the late Lady Mary Fairfax lived, was the most extravagant of their property purchases during their years together.

They snapped it up in 2018 despite its intimidating $100million price tag, which made it the most expensive house in Australia at the time.

They also owned a $14.25million home in Newport, on Sydney's northern beaches, neighbouring the $24.5million estate they purchased in 2020.

Amelia was first to disembark the plane, with Cannon-Brookes following behind

Last month, we heard a rumour Cannon-Brookes was seeing Phoebe Burgess (left), the ex-wife of retired NRL star Sam Burgess (right). It soon emerged the gossip was just overzealous Bowral school mums hitting the WhatsApp groups after a few too many wines 

Mike Cannon-Brookes separated from his wife Annie (right) halfway through 2023

The couple also spent $2.55million on a fisherman's cottage out at Great Mackerel Beach on the northern beaches, which is accessible only by boat.

Though it is not known how they intend to divide their real estate empire after their split, Cannon-Brookes has snapped up an array of other lavish homes in recent months.

According to Domain, he bought three sprawling properties on the slopes of Mount Gibraltar at Mittagong for $12.25million.

He already owns the nearby Greyladyes Farm, which he snapped up for $13million, as well as a neighbouring property worth $9.1million.