The Rise and Fall of Kyle and Jackie ..., Matthew Denby
The Rise and Fall of Kyle and Jackie ..., Matthew Denby
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The Rise and Fall of Kyle and Jackie O

Author: Matthew Denby

Narrator: Amos Phillips

Unabridged: 8 hr 33 min

Format: Digital Audiobook Download

Published: 11/24/2026


Synopsis

No one in the history of Australian radio and television has ever held the kind of power Kyle and Jackie O had. So how did they lose it - and their supposedly rock-solid friendship - in the blink of an eye?

Kyle Sandilands and Jackie 'O' Henderson were the undisputed rulers of the airwaves, consistently dominating ratings, garnering awards and causing controversy since they first teamed up twenty-six years ago. Then, in 2023, the radio hosts reached new heights when they signed what is claimed to be the biggest ever showbiz contract in Australian history.

This $200 million deal should have made all their dreams come true and looked set to bind them even closer together. But then, one morning, in a now notorious on-air argument, it all came crashing down.

In this fascinating book, journalist Matthew Denby documents how a self-confessed Queensland bogan and a Sydney sophisticate met, started working together, became close friends and ultimately became the unlikeliest and most listened-to pairing in Australian radio history. This unputdownable account rips open the seams of a pair long considered the most stitched together in radio. Speaking to insiders, outsiders, hangers-on and media heavyweights, Denby uncovers brand new details from those in the know and those who've known them best - but not always for the best. It turns out, the signs of what was to come were there all along.

Love them or loathe them, there is no denying that the story of Kyle and Jackie O is unique. This book looks at what went very, very right and what went extraordinarily wrong.

About Matthew Denby

Matthew Denby is a journalist and digital creator with more than two decades of experience in Australian entertainment media, earning senior editorial roles at Seven West Media and legendary publishers Pacific Magazines and ACP. During that time, he gained an insider's perspective on the world of media and celebrity, personally witnessing the rivalries, alliances, deals and power plays that shaped the careers of some of the country's biggest stars. Drawing on his insider knowledge and industry contacts, Matt has chronicled the highs and lows of Kyle Sandilands and Jackie 'O' Henderson's rollercoaster careers. In the telling, he has delivered a broader exposé of the Australian entertainment industry, revealing just how quickly seemingly untouchable levels of power and celebrity can be thrown into question.


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