Waterstreet's journey begins as the eldest child of a staunchly Catholic family growing up in post-war regional Australia in the 1950s.

 

A family of publicans, the young Waterstreet would spend his formative years surrounded by misfits, drunks and outcasts, bearing the lifelong scars of an absent and fiercely alcoholic mother at a time where ‘mental health’ was a phrase confined to the halls of overcrowded sanatoriums.

Blessed with a natural intellect, wit and charm that would propel his eventual pilgrimage to Sydney, he quickly became one of Australia’s rising legal stars and part of the ‘bourgeoise bohemian brethren’ of artists, entertainers and intellectuals that were considered the custodians of art and culture in the 70s and 80s.

‘At the height of his professional career, Waterstreet battled addiction in all its forms - alcohol, drugs, sex and any vice that he could lay his hands on, all the while fighting and often winning the unwinnable cases that captured the nation’s attention, cementing his reputation as a resourceful ‘Larrikin of Law’.

It was a fast-living heady life of sex, drugs and excess that culminated in his immortalisation as the inspiration for the fictional barrister Cleaver Green, on ABC TVs, ‘Rake’.

 

Further notoriety would follow when his portrait won the coveted Archibald Prize.

​

But success would be short-lived, as allegations of improper conduct resulted in him being tried and convicted in the court of public opinion, swept up in the scrutiny of the newly-mobilised #metoo movement which would prove to be the beginning of his professional downfall.

 

A high-profile bankruptcy, unwanted publicity and shame soon followed.

Suddenly, a life lived on the edge would come crashing down around him leaving him broke, unemployed, estranged from his friends and family, his future and very survival, uncertain.

The documentary itself comprises of raw, intimate and often confronting material, including uncensored interviews with Waterstreet himself, complemented by musings by the heavy-hitters of both the legal, social and entertainment circles that enrich his story and personify this specific perspective in Australian psyche.

These interviews are accompanied by unique and captivating archival footage and observational, fly-on-the-wall style vignettes that capture the absurd and often shocking moments of a life in decline.