Enredo

A Melbourne hitman who is simultaneously ruthless and caring and volatile. 'Filmed' by his media student for a university assignment, Ray is under contract to kill a low life of the Melbourne underworld when a more tempting offer is made.

A mockumentary that follows Ray Shoesmith, a Melbourne hitman who is simultaneously ruthless and caring, likeable and volatile. 'Filmed' by his media student neighbour for a university assignment, Ray is under contract to kill a low life of the Melbourne underworld when a more tempting offer is made...—Danny Silver

Through the lens of a documentary, criminally amoral film student Massimo "Max" Totti (Massimiliano Andrighetto) follows the escapades of Raymond John "Ray" Shoesmith (Scott Ryan), a Melbourne underworld hit-man who has hired him to document his life.

Max films Ray meet with his friend Benjamin Thomas "Benny" Mason (Kane Mason) to convince him to leave the county to avoid his imminent execution for "talking to the cops", paying him to travel to Sydney and "set up" there. On leaving Benny, Ray explains his how they used to be close, Benny having been a drug dealer for their boss Freddy, before he had started using his own supply and they began to move in different circles.

On being asked, Ray continues to tell Max about how he became a hit-man - having been in the army for eight years before being discharged for having "a bit of a problem" with a superior officer - before going into detail on how he makes his targets "disappear" and only be considered missing persons, leading to no murder investigations being opened into their deaths, and how he believes making the drug trade legal would probably reduce the amount of crime in Australia by 75%. Ray also talks about how his ex-wife has recently remarried, and he sees their daughter less and less.

Later, after Ray explains his plan of action for capturing a new target, he and Max stake out in said target's garage, Max filming as Ray shoots the target multiple times on closing his garage door. Later, when talking with Ray, Max casually mentions how a former "junkie" roommate of his, Edna (Nathaniel Lindsay), had stolen Max's television, stereo and "everything" he had in his apartment, but he could never prove it, and Ray offers to retrieve it, travelling to his house and "talking" to him, forcing Edna to return what he stole from Max with the "least amount of violence necessary", involving knocking him in the face with the back of a pipe. After Ray tells Edna he will have one week to pay back $2,000 for the items of Max's that Edna had already sold, lest he come back to see him again, Edna skips town without paying, and Max notes that Edna is listed as a missing person (implying Ray killed him).

Sometime later, Ray finds that Benny has moved back home after "a few weeks" in Sydney, and is unwilling to go back. after Benny states he doesn't want to and had lost all connection over there, Ray offers to drive him wherever he wishes to go. On casually bringing Benny to the middle of the wilderness in another county he wanted to go to, Ray shoots Benny in the back of the head while he is stopping to use the bathroom on the side of the road. While burying Benny with Max, Ray tells him it was better that he had done it as a friend before Benny had been painfully killed by those actually after him.

Later in the year, Ray explains to Max his plan to "grab" 23-year-old Tony Richards (Ben Walker), who owes millions to Ray's boss Freddy, who has explicitly ordered Ray to "make him disappear". After Ray grabs Tony when he leaves his apartment, he has Tony handcuff himself before moving him into the car boot to be driven into the desert for execution.

As Ray drives, he and Max talk about the film The Dirty Dozen, which Ray believes Clint Eastwood had a role in. After Max bets a thousand that he isn't in it and Ray is mixing films up, Ray briefly opens the boot to ask Tony his thoughts, before locking him back in after he confirms Max to be correct. On reaching the desert, Ray gets out of the car and has Tony dig his own grave, which he does slowly over the course of many hours.

After a time, while begging not to be killed, Tony reveals he has a stash of $80,000 he kept from Freddy, offering to show Ray where to dig it up in exchange for not being executed. After Max points out it couldn't hurt to check, Ray agrees to drive across the country with Tony to where the money is buried. On the journey, Max talks with Tony in the backseat, where he tells him about his own daughter.

On a stop later, Max goes in to buy food for Ray and Tony at a fast-food place, and two discuss the price of cars, before eating the lunch outside. The trio then begin to have casual conversations in the car, before stopping at a hotel overnight. As Ray showers, Max assures Tony that he thinks Ray will not kill him after he gets the money, while refusing to let him go "now". Privately talking to Max, Ray admits he has not made up his mind yet as whether or not to kill Tony on getting the money, that while he doesn't think he will there's "no guarantee" he won't, just as Max had said to Tony earlier.

The next day, on reaching the remote farmhouse under which Tony says the money is buried, Tony reveals it is actually a half kilo of cocaine he had buried, hurriedly saying it is probably actually worth $100,000 while justifying why he said it was cash due to the circumstances, while believing the gun-wielding Ray will kill him. Appreciating his present honesty, Ray accepts the cocaine as payment and lets Tony go. Max notes Tony later moved to Queensland where he reconciled with his estranged wife and daughter.

Sometime later, before seeing Max off, Ray reveals he had him make the documentary to be released in the event of his death, and that while he is alive at the moment of filming, he will be dead by the time Max (who still alive, has had his face Pixelated the entire film) releases the film. On Max's suggestion, Ray decides to leave a message for those watching to "enjoy the show". As Ray walks away from Max to the airport, the final postscript reveals Ray was shot dead outside his home five months after the documentary was completed.