<P> In 1954 Sinatra starred opposite Doris Day in the musical film Young at Heart, and earned critical praise for his performance as a psychopathic killer posing as an FBI agent opposite Sterling Hayden in the film noir Suddenly . </P> <P> Sinatra was nominated for an Academy Award for Best Actor and BAFTA Award for Best Actor in a Leading Role for his role as a heroin addict in The Man With The Golden Arm (1955). After roles in Guys and Dolls, and The Tender Trap, Sinatra was nominated for a BAFTA Award for Best Actor in a Leading Role for his role as hospital orderly in Stanley Kramer's début picture, Not as a Stranger . During production, Sinatra got drunk with Robert Mitchum and Broderick Crawford and trashed Kramer's dressing room . Kramer vowed to never hire Sinatra again at the time, and later regretted casting him as a Spanish guerrilla leader in The Pride and the Passion (1957). </P> <P> In 1956 Sinatra featured alongside Bing Crosby and Grace Kelly in High Society for MGM, earning a reported $250,000 for the picture . The public rushed to the cinemas to see Sinatra and Crosby together on - screen, and it ended up earning over $13 million at the box office, becoming one of the highest - grossing pictures of 1956 . In 1957, Sinatra starred opposite Rita Hayworth and Kim Novak in George Sidney's Pal Joey, for which he won for the Golden Globe Award for Best Actor--Motion Picture Musical or Comedy . Santopietro considers the scene in which Sinatra sings "The Lady Is a Tramp" to Hayworth to have been the finest moment of his film career . He next portrayed comedian Joe E. Lewis in The Joker Is Wild; the song "All the Way" won the Academy Award for Best Original Song . By 1958 Sinatra was one of the ten biggest box office draws in the United States, appearing with Dean Martin and Shirley MacLaine in Vincente Minnelli's Some Came Running and Kings Go Forth with Tony Curtis and Natalie Wood . "High Hopes", sung by Sinatra in the Frank Capra comedy, A Hole in the Head (1959), won the Academy Award for Best Original Song, and became a chart hit, lasting on the Hot 100 for 17 weeks . </P> <P> Due to an obligation he owed to 20th Century Fox for walking off the set of Henry King's Carousel (1956), in 1960 Sinatra starred opposite Shirley MacLaine, Maurice Chevalier and Louis Jourdan in Can - Can . He earned $200,000 and 25% of the profits for the performance . Later that year he starred in the Las Vegas - set Ocean's 11, the first film to feature the Rat Pack together and the start of a "new era of screen cool" for Santopietro . Sinatra personally financed the film, and paid Martin and Davis Jr. fees of $150,000 and $125,000 respectively, sums considered exorbitant for the period . In 1962, Sinatra had a leading role opposite Laurence Harvey in The Manchurian Candidate, which he considered to be the role he was most excited about and the high point of his film career . Vincent Canby, writing for the magazine Variety, found the portrayal of Sinatra's character to be "a wide - awake pro creating a straight, quietly humorous character of some sensitivity ." He appeared with the Rat Pack in the western Sergeants 3, following it with 4 for Texas in 1963 . For his performance in Come Blow Your Horn, he was nominated for the Golden Globe Award for Best Actor--Motion Picture Musical or Comedy . </P>

Frank sinatra and other singers of his era