Radio network ARN has brought to light a series of controversial comments allegedly made by radio personality Kyle Sandilands. The network, along with Sandilands and his co-host Jackie “O” Henderson, is set to confront these issues in court today.

According to documents submitted to the Federal Court on Tuesday, ARN claims that on July 2, 2025, Sandilands expressed a preference for imprisonment over being controlled by others, using a stark metaphor to illustrate his point.

Sandilands is reported to have said, “I don’t care. I’d prefer jail. I’d rather face the worst than be manipulated by failures. I’m done with the show right now. So, I wish you well.”

He allegedly continued, “Here are the ads. Enjoy them. Maybe you’ll hear my voice in one. Maybe not.

“The show is over. Judges can shove it. ACMA can do the same.”

This outburst is among several incidents that ARN claims constitute a violation of its workplace code of conduct by Sandilands.

The files come as both Kyle Sandilands and Jackie “O” Henderson are due to have their cases against ARN heard in court – in which both presenters are seeking the full payout of the remainder of their 10-year, $100 million contracts signed at the end of 2023.

Sandilands is expected to appear and address a waiting media pack while Henderson’s appearance is less certain.

Audience share for the station dropped in the pair’s old time slot in their primary market of Sydney, according to a ratings survey released on Thursday.

In its defence to Sandilands’ lawsuit over his sacking, ARN told the court Henderson sent the station a letter in February claiming her co-host had engaged in “persistent and relentless bullying”.

He allegedly made offensive comments to her in September 2025 that prompted her to raise a complaint with station staff.

“Don’t f***ing bother coming back either until you get your f***ing shit together like a normal person,” Sandilands allegedly told Henderson off-air.

“I’ve been carrying this whole show for f***ing a year.”

Henderson alleged in court documents that she had complained to station management multiple times about comments by Sandilands over about six months.

Her case is being heard for the first time on Friday, setting up a potential showdown with her former colleague, whose case will also be looked at on the same day.

Sandilands allegedly said some of Henderson’s comments were “weird, psychological bullshit”, and her belief in “hype words” was negatively impacting her dating life.

But Sandilands’ suit claims he did not deserve to have his contract torn up because he had not committed serious misconduct.

The highly public bust-up moved into the legal arena after an exchange between the star pair in February, when Sandilands accused his co-host of being “off with the fairies”.

The on-air comments prompted Henderson to say she could no longer work with her contentious colleague

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