Showbiz

Jackie Os Summit: New Love and Legal Drama!

Pip Edwards ushered in her 46th birthday surrounded by the cream of Sydney's social crop - but it was the arrival of star guest Jackie 'O' Henderson, rather tha...

Jackie Os Summit: New Love and Legal Drama!
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Bintano News

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 ushered in her 46th birthday surrounded by the cream of 's social crop - but it was the arrival of star guest , rather than , that had the gossips talking. 

The P.E Nation co-founder, who has been making headlines of late for her work with  supplement brand Biolae, celebrated her big day on Sunday with a party at her favourite high-class haunt, Icebergs Dining Room and Bar.

Henderson's appearance marked the first time the pair have been publicly spotted together in months, after whispers that their once-tight friendship had cooled during a turbulent period in the radio star's professional life.

As Henderson became embroiled in her following her catastrophic falling-out with former KIIS FM co-host , there were whispers the longtime friends had drifted apart.

Earlier this month, those rumours reached fever pitch when Henderson was a . 

Partygoers were quick to raise eyebrows at the absence, but the designer swiftly shut down the chatter, insisting to the Mail that despite their sparse public appearances lately, their friendship remained intact.

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Pip Edwards (left) ushered in her 46th birthday surrounded by the cream of Sydney's social crop - but it was the appearance of bestie Jackie 'O' Henderson (right) that had gossips talking

The P.E Nation co-founder celebrated her big day on Sunday with a party at her favourite high-class haunt, Icebergs Dining Room and Bar 

It's the first time the pair have been publicly spotted together in months, after whispers their once-tight friendship had cooled during a turbulent period in Henderson's professional life 

Any lingering doubt appeared to be put to rest at the birthday gathering this weekend, where onlookers say the pair looked closer than ever. 

Edwards' guest list was, as always, studded with some of Sydney's most influential socialites, including MCoBeauty founder Shelley Sullivan and The Faders DJ Milly Gattegno. 

Her new boyfriend Nicholas Nogarotto, director of the business consultancy firm Freshwater Strategy, was also spotted in the crowd. 

Seemingly absent, however, was Henderson's manager Gemma O'Neill, who has been playing a central role in the star's ongoing civil proceedings against ARN.

While guests remained tight-lipped about what Henderson said - or didn't say - at the party regarding her court case, her presence at an event packed with influential, over-40 female founders did not go unnoticed.

'Everyone was very respectful - there was no grilling her about the case,' one well-placed insider said.

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'But it was interesting to see her in that environment. It felt like a glimpse of what could come next.'

The source added that Henderson, who has already dipped her toe into the business world with ventures like Besties, may have her eyes on becoming an entrepreneur.

As Henderson became embroiled in her high-profile legal battle with ARN following her falling-out with former co-host Kyle Sandilands, there were whispers the friends had drifted apart

Earlier this month, rift rumours reached fever pitch when Henderson was a no-show at Edwards' event promoting Biolae. (Guests Milly Gattegno and Georgia Gorman are pictured arriving with Edwards on Sunday) 

Partygoers raised eyebrows at the absence, but Edwards shut down the chatter, insisting to the Mail that despite their sparse public appearances lately, their friendship remained intact 

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Edwards' new boyfriend Nicholas Nogarotto (right) arrived in style 

Edwards' guest list was, as always, studded with some of Sydney's most influential socialites, including MCoBeauty founder Shelley Sullivan (pictured) and The Faders DJ Milly Gattegno

Edwards' new boyfriend Nicholas Nogarotto (left), director of the business consultancy firm Freshwater Strategy, was also spotted in the crowd 

Seemingly absent from the evening, however, was Henderson's manager Gemma O'Neill, who has been playing a central role in the star's ongoing civil proceedings against ARN

Sullivan showed off her slimmed-down frame in a mauve turtleneck skivvy and pink mini skirt 

While guests remained tight-lipped about what Henderson said at the party about her case, her presence at an event packed with influential, over-40 female founders did not go unnoticed 

'Everyone was very respectful - there was no grilling her,' one well-placed insider said

Following the party, a select group of guests went back to Shelley Sullivan's rented Point Piper mansion, posing for this group photo on the expansive waterfront balcony

Milly Gattegno dared to bare in an open-front beige cardigan paired with denim jeans and a matching jacket 

Guests mingled on the balcony as the festivities continued 

Edwards sipped wine and smoked a cigarette as she spoke to Henderson on the balcony 

Henderson and Edwards' close friendship began in late 2024, when the pair began sharing glimpses of their getaway to Fiji on social media

From then on, the pair were attached at the hip, frequently stepping out together in Sydney's eastern suburbs

Edwards was also said to be a source of support for Henderson during the rollout of her memoir and her sobriety journey 

As for how present Edwards will be during her friend's ongoing legal matter with her former employer remains to be seen 

The court material also outlines text exchanges between Henderson and KIIS executives in September, where she reportedly said she would not accept the way she was being spoken to, and raised concerns that listeners were describing the on-air dynamic as 'abusive'. 

The breakdown escalated in February during what would become the duo's final broadcast, when Sandilands criticised Henderson's interests on air and suggested she had become 'almost unworkable', comments that allegedly left her in tears and prompted her to leave the studio.

According to the claim, ARN did not intervene during the segment.

The following day, Henderson contacted senior ARN executives, describing Sandilands' conduct as 'unfair, inappropriate and completely unprovoked', and questioning what safeguards were in place going forward.

On 26 February, her lawyers formally wrote to ARN subsidiary Commonwealth Broadcasting Corporation alleging bullying and stating she could not continue working alongside Sandilands, while leaving open the possibility of remaining within the network in a different role.

ARN later responded that her letter amounted to termination of her contract, a position Henderson disputes.

She is now alleging the broadcaster engaged in misleading and deceptive conduct and breached the Fair Work Act, and is seeking compensation of at least $82.25million, plus penalties, interest and costs.

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