Kyle Sandilands sparks rumors after secret meeting at former boss’s $40M mansion

Peace talks? Kyle Sandilands spotted meeting with his former boss Hamish McLennan at his luxury home amid blockbuster $85million court battle with ARN

Kyle Sandilands has raised eyebrows after a surprise one-hour meeting with his former ARN boss, Hamish McLennan.

The pair are locked in a bitter legal dispute after the network sensationally terminated Sandilands’ and co-star Jackie ‘O’ Henderson’s $100million contracts in March.

As the shock jock’s blockbuster $85million legal fight against the radio network continues to play out in court, Sandilands, 54, was spotted arriving at McLennan’s $40million home in Sydney’s ritzy Darling Point on Friday afternoon.

Sandilands looked all business as he walked, talking on his phone as he made his way to McLennan’s front door.

Sandilands’ former boss, who is the chair of ARN Media, met the shock jock at the door, with the pair briefly chatting on the footpath before Sandilands went inside.

Sandilands said he was ‘visiting a friend’ when asked what his visit was about.

Kyle Sandilands has raised eyebrows after a surprise meeting with his former ARN boss, Hamish McLennan, on Friday afternoon

Kyle Sandilands has raised eyebrows after a surprise meeting with his former ARN boss, Hamish McLennan, on Friday afternoon

There had been rumblings that Sandilands could be open to a settlement to avoid a protracted legal fight with ARN, and Friday’s meeting with McLennan could prove to be the first step towards an amicable resolution.

The meeting certainly raises more questions than it answers, with Sandilands teasing a new show to fans this week.

The former KIIS FM star delivered the news via the Kyle Sandilands Fans page on Instagram late on Wednesday night.

‘Let me tell you a little secret… shhhh, don’t tell anyone,’ he began.

‘I’m working on a new project and all will be revealed soon. I’m coming back, guys, bigger than ever!’

Sandilands did not reveal what the project would be; however, he was shown seated in what appeared to be a recording studio, with a sign in the background reading, ‘Kyle Sandilands Live.’

Sandilands then addressed his long time manager, Bruno Bouchet, whom he thanked for standing by him despite ‘not being paid’.

‘That’s Bruno. He’s paid to say that, well, actually he’s not paid at the moment!’ Sandilands said, after Bruno told the shock jock that he was looking well.

As the shock jock's blockbuster $85million legal fight against the radio network continues to play out in court, Sandilands, 54, was spotted arriving at McLennan's Darling Point home

As the shock jock’s blockbuster $85million legal fight against the radio network continues to play out in court, Sandilands, 54, was spotted arriving at McLennan’s Darling Point home

He looked all business as he walked, chatting on his phone as he made his way to McLennan's front door

He looked all business as he walked, chatting on his phone as he made his way to McLennan’s front door

The caption on the Instagram Reel read: ‘EXCLUSIVE: Kyle has a little message for the fans! Returning to the airwaves? Podcast? We can’t wait!’

There was a telling clue in the sign visible behind Sandilands in the clip, which showed an image of the radio host alongside the words ‘Kyle Sandilands Live’, implying that the new show he is working on will go live to air.

Sandilands did not, however, specify when this new project would launch.

It comes after reports that the radio star is open to a settlement with ARN as court dates loom for both him and  Henderson.

A source told news.com.au that Sandilands is eager to avoid a drawn-out trial and would consider a ‘reasonable’ offer from his former employer.

‘If there was a reasonable figure that made him feel like he didn’t get totally f***ed over… yeah,’ the source said.

‘He is a righteous guy, and he could just go, “Let’s take this to the end”, but no one loves the idea of court.’

The source added that beyond the prospect of a lengthy court battle, Sandilands was ‘not interested’ in hearing any more ‘unflattering’ claims about him – such as those contained in Henderson’s recent statement of claim.

He looked all business as he walked, chatting on his phone as he made his way to McLennan's front door
He looked all business as he walked, chatting on his phone as he made his way to McLennan's front door

Sandilands stayed inside the McLennan’s home for an hour. There had been rumblings that Sandilands could be open to a settlement to avoid a protracted legal fight with ARN, and Friday’s meeting with McLennan could prove to be the first step towards an amicable resolution

Sandilands said he was 'visiting a friend' when asked what his visit was about

Sandilands said he was ‘visiting a friend’ when asked what his visit was about

They suggested that the financial burden the court action could impose might also influence a decision to resolve the matter quickly.

‘Kyle and Jackie are playing with their own money here,’ the source said.

The publication also claimed that Sandilands could be open to returning to his old KIIS FM breakfast timeslot if a deal could be reached with ARN.

The source added that Sandilands is looking ahead to future opportunities and potential radio co-hosts if Henderson is not interested in reviving their partnership.

Meanwhile, for now, at least, the court battle between Sandilands and ARN continues.

Australian Radio Network (ARN), through its subsidiary Commonwealth Broadcasting Corporation (CBC), filed a countersuit against both Sandilands and Henderson, 51, on Tuesday, 21 April.

They allege that Sandilands created a workplace so toxic that Henderson refused to ever work with him again.

A key component of ARN’s statement of claim is a letter from management sent to Sandilands on 12 December 2025, in which the shock jock was told to comply with the network’s safe work and code of conduct policies.

Despite the legal standoff, Friday's meeting with McLennan could prove to be the first step in an amicable resolution
Despite the legal standoff, Friday's meeting with McLennan could prove to be the first step in an amicable resolution

 The meeting certainly raises more questions than it answers, with Sandilands teasing a new show to fans this week

Sandilands did not reveal what the project will be; however, he was shown seated in what appeared to be a recording studio, with a sign in the background reading, 'Kyle Sandilands Live.'

Sandilands did not reveal what the project will be; however, he was shown seated in what appeared to be a recording studio, with a sign in the background reading, ‘Kyle Sandilands Live.’

ARN are currently locked in a bitter legal dispute after the network sensationally terminated Sandilands' and co-star Jackie 'O' Henderson's $100million contracts in March

ARN are currently locked in a bitter legal dispute after the network sensationally terminated Sandilands’ and co-star Jackie ‘O’ Henderson’s $100million contracts in March

However, the source claimed that the letter was sent in relation to the Australian Communications and Media Authority handing down breach findings against The Kyle & Jackie O Show in October 2025.

‘That was about ARN wanting to get on the front foot and putting together content guidelines, so there wouldn’t be anything further from ACMA,’ the source said.

‘It was nothing to do with Jackie.’

Sandilands and Henderson are both suing the broadcaster for wrongful termination, while CBC is fighting back, accusing the duo of triggering major financial losses after their ratings‑leading show imploded following the on‑air stoush in February.

According to the court documents, the once rock‑solid friendship – forged over more than 20 years on air – had already fractured months earlier, with a massive behind‑the‑scenes blow‑up in September last year.

CBC alleges Sandilands spoke ‘contemptuously’ to Henderson during an on‑air argument – an incident she has also cited in her statement of claim against the network.

Both stars have launched separate unfair dismissal claims against their former employer, with Sandilands seeking $85million and Henderson $82million.

The eye‑watering figures represent what the pair say they are still owed under their axed contracts, which had been worth about $10million per year each.

The company flatly rejects Sandilands’ claim that his sacking was unlawful, as well as Henderson’s assertion that she was dismissed for exercising her right to a psychologically safe workplace.

The February on‑air explosion is also alleged to have breached the NSW Work Health and Safety Act.