Jackie ‘O’ Henderson recently spent a weekend in Thredbo, New South Wales, with her friend Pip Edwards and other companions, following public remarks made by her former radio co-host, Kyle Sandilands. Edwards shared images of the getaway, which included attending a performance by The Presets at a local venue.

Pip Edwards, Nick Nogarotto, and interior designer Steve Cordony were also part of the Thredbo trip. Henderson was observed dressed in ski attire, participating in après-ski activities. This gathering occurred shortly after Sandilands spoke about the individuals he believes may have influenced Henderson during their time as co-hosts.

Sandilands had previously described Henderson as being 'off with the fairies' and questioned her interest in spiritual practices such as astrology and crystals. He speculated in an interview that external influences, including members of Henderson's social circle, might have affected her decisions as their professional relationship evolved. Sandilands referred to Henderson's friends, including Edwards, as the 'Woo Woo Crew' and the 'Pyjama Squad,' humorously noting their shared interest in loungewear and spiritual practices.

He explained that the dynamic of their radio show involved both hosts amplifying aspects of their personalities for entertainment. Sandilands stated that their on-air chemistry was sustained by their willingness to disagree, particularly regarding Henderson's spiritual interests. He also mentioned having met some of Henderson's friends, including Pip Edwards, whom he described as friendly.

In the past, Henderson and Edwards have shared glimpses of their wellness-focused activities. Edwards has previously posted about engaging in activities such as 'soul charging' on a beach with Henderson. Edwards has also been open about her interest in new-age rituals, including tarot and energy healing, and has shared photos online depicting these practices, sometimes tagging Henderson.