Three people discover jealousy and larceny are a dangerous combination in this tense drama. John (Bryan Brown) is a veteran insurance investigator who succumbs to temptation and veers towards the wrong side of the law. With the help of novice con man Ben (Tom Long), John hatches a scheme to substantiate false claims by taking a percentage of several questionable claims his firm has settled for a fraction of their usual worth. John and Ben are assisted in their illegal business by Louise (Claudia Karvan), a lawyer with a cocaine problem who is also John's lover. But when Louise becomes involved with Ben and demands a bigger share of the money, their already-shaky confidence game begins to collapse.

Awaking from a coma to discover his wife has been killed in a car accident, Ben's world may as well have come to an end. A few weeks later, Ben's out of hospital and, attempting to start a new life, he moves home and is befriended by a beautiful young neighbour Charlotte. His life may be turning around but all is not what it seems and, haunted by visions of his dead wife, Ben starts to lose his grip on reality.

Set in the 1930s, an American with a scandalous reputation on both sides of the Atlantic must do an about-face in order to win back the woman of his dreams.

Depressed and suicidal, thirtysomething bachelor Duncan – determined to find the secret to a healthy, strong relationship, – flashes back to his last five relationships (in the last four years) and considers what caused each one to fail. Based on the novel 'Essays in Love' by Alain de Botton.