Peter O'Shaughnessy developed considerably. In September 1957, he staged the first Australian production of Samuel Beckett's "Waiting for Godot" at the Arrow Theatre in Melbourne with himself as Vladimir and Humphries as Estragon. It proved a hit with both audiences and critics. The critic of the Melbourne "Sun" wrote "so engrossing and well-done is this extraordinary adventure by Samuel Beckett regimented by Peter O'Shaughnessy's tender care that for me the evening passed by on wings". Later in the same year, O'Shaughnessy planned a production of George Bernard Shaw's "Pygmalion" for December, in tandem with a children's play to be performed at matinees.
Ronald Pickup for Godot" by Samuel Beckett opposite Sir Ian McKellen (Estragon), Patrick Stewart (Vladimir) and also Simon Callow (Pozzo). The tour opened in Malvern, Worcestershire before travelling to Milton Keynes, Brighton, Bath, Norwich, Edinburgh and Newcastle; its run at the Theatre Royal, Haymarket was extended due to demand. In 1973, he appeared as a forger in "The Day of the Jackal". The following year he was seen in Ken Russell's film "Mahler", and also appeared in "Joseph Andrews" in 1977. Pickup played one of the Prussian agents conspiring to blow up the Houses of Parliament in "The Thirty Nine Steps" (1978).