1951–1959: Career beginnings
Seeking to supplement his income, Connery helped out backstage at the King's Theatre in late 1951. During a bodybuilding competition held in London in 1953, one of the competitors mentioned that auditions were being held for a production of South Pacific, and Connery landed a small part as one of the Seabees chorus boys. By the time the production reached Edinburgh, he had been given the part of Marine Cpl. Hamilton Steeves and was understudying two of the juvenile leads, and his salary was raised from £12 to £14–10s a week. The production returned the following year, out of popular demand, and Connery was promoted to the featured role of Lieutenant Buzz Adams, which Larry Hagman had portrayed in the West End.
While in Edinburgh, Connery was targeted by the Valdor gang, one of the most violent in the city. He was first approached by them in a billiard hall where he prevented them from stealing his jacket and was later followed by six gang members to a 15-foot-high (4.6 m) balcony at the Palais de Danse. There, Connery grabbed one by the throat and another by the biceps, cracking their heads together. From then on, the gang treated him with respect and he had a "hard man" reputation.
Connery met Michael Caine at a party during a production of South Pacific in 1954, and the two later became close friends. During this production at the Manchester Opera House, Connery developed a serious interest in the theatre through the American actor Robert Henderson, who lent him copies of the Henrik Ibsen works Hedda Gabler, The Wild Duck, and When We Dead Awaken and later listed works by the likes of Proust, Tolstoy, Turgenev, Bernard Shaw, Joyce, and Shakespeare. Henderson urged Connery to take elocution lessons and got him parts at the Maida Vale Theatre in London. He had already begun a film career, having been an extra in Herbert Wilcox's 1954 musical Lilacs in the Spring with Errol Flynn and Anna Neagle.
Although Connery had secured several roles as an extra, he was struggling to make ends meet and was forced to accept a part-time job as a babysitter for the journalist Peter Noble and his actress wife Marianne, which earned him 10 shillings a night. He met the Hollywood actress Shelley Winters one night at Noble's house; she described Connery as "one of the tallest and most charming and masculine Scotsmen" she had ever seen and later spent many evenings with the Connery brothers drinking beer. Around this time, Connery was residing at TV presenter Llew Gardner's house. Henderson landed Connery a role in a £6-a-week Q Theatre production of Agatha Christie's Witness for the Prosecution, during which he met and befriended Ian Bannen. This role was followed by Point of Departure and A Witch in Time at Kew, a role as Pentheus opposite Yvonne Mitchell in The Bacchae at the Oxford Playhouse, and a role opposite Jill Bennett in Eugene O'Neill's play Anna Christie.
During his time at the Oxford theatre, Connery won a brief part as a boxer in the TV series The Square Ring before being spotted by the Canadian director Alvin Rakoff, who gave him multiple roles in The Condemned, shot on location in Dover in Kent. In 1956, Connery appeared in the theatrical production of Epitaph and played a minor role as a hoodlum in the "Ladies of the Manor" episode of the BBC Television police series Dixon of Dock Green. This was followed by small television parts in Sailor of Fortune and The Jack Benny Program (in a special episode filmed in Europe).
In early 1957 Connery hired the agent Richard Hatton, who got him his first film role as Spike, a minor gangster with a speech impediment in Montgomery Tully's No Road Back, alongside Skip Homeier, Paul Carpenter, Patricia Dainton, and Norman Wooland. In April 1957, Rakoff – disappointed by Jack Palance – decided to give the young actor his first chance in a leading role and cast Connery as Mountain McLintock in BBC Television's production of Requiem for a Heavyweight. Connery then played a rogue lorry driver named Johnny Yates in Cy Endfield's Hell Drivers (1957) alongside Stanley Baker, Herbert Lom, Peggy Cummins, and Patrick McGoohan. Later in 1957, Connery appeared in Terence Young's poorly received MGM action picture Action of the Tiger, opposite Van Johnson, Martine Carol, Herbert Lom, and Gustavo Rojo; the film was shot on location in southern Spain. He also had a minor role in Gerald Thomas's thriller Time Lock (1957) as a welder, appearing with Robert Beatty, Lee Patterson, Betty McDowall, and Vincent Winter; this commenced filming on 1 December 1956 at Beaconsfield Studios.
Connery had a major role in the melodrama Another Time, Another Place (1958) as a British reporter named Mark Trevor, caught in a love affair opposite Lana Turner and Barry Sullivan. During filming, Turner's possessive gangster boyfriend, Johnny Stompanato, who was visiting from Los Angeles, believed she was having an affair with Connery. Connery and Turner had attended West End shows and London restaurants together. Stompanato stormed onto the film set and pointed a gun at Connery, only to have Connery disarm him and knock him flat on his back. Stompanato was banned from the set. Two Scotland Yard detectives advised Stompanato to leave and escorted him to the airport, where he boarded a plane back to the United States. Connery later recounted that he had to lie low for a while after receiving threats from men linked to Stompanato's boss, Mickey Cohen.
In 1959, Connery landed a leading role in the director Robert Stevenson's Walt Disney Productions film Darby O'Gill and the Little People (1959), alongside Albert Sharpe, Janet Munro, and Jimmy O'Dea. The film is a tale about a wily Irishman and his battle of wits with leprechauns. Upon the film's release, A. H. Weiler of The New York Times praised the cast (save Connery, whom he described as "merely tall, dark, and handsome") and thought the film an "overpoweringly charming concoction of standard Gaelic tall stories, fantasy and romance". He also had prominent television roles in An Age of Kings, a major BBC Television adaptation of Shakespeare's Henriad (playing Hotspur), as well Rudolph Cartier's 1961 productions of Adventure Story and Anna Karenina for BBC Television, co-starring with Claire Bloom in the latter. Also in 1961 he portrayed Macbeth in a CBC television film adaptation of William Shakespeare's Macbeth, with the Australian actress Zoe Caldwell cast as Lady Macbeth.