Beginning his musical career in the swing era as a boy singer with Harry James and Tommy Dorsey, Sinatra found success as a solo artist from the early to mid-1940s after being signed by Columbia Records in 1943. Being the idol of the "bobby soxers", he released his first album, The Voice of Frank Sinatra, in 1946. His professional career had stalled by the early 1950s, but it was reborn in 1953 after he won the Academy Award for Best Supporting Actor for his performance in From Here to Eternity. He signed with Capitol Records in 1953 and released several critically lauded albums (such as In the Wee Small Hours, ''Songs for Swingin' Lovers!, Come Fly with Me, Only the Lonely and Nice 'n' Easy). Sinatra left Capitol to found his own record label, Reprise Records in 1961 (finding success with albums such as Ring-a-Ding-Ding!, Sinatra at the Sands and Francis Albert Sinatra & Antonio Carlos Jobim), toured internationally, was a founding member of the Rat Pack and fraternized with celebrities and statesmen, including John F. Kennedy.
Sinatra turned 50 in 1965, recorded the retrospective September of My Years, starred in the Emmy-winning television special Frank Sinatra: A Man and His Music, and scored hits with "Strangers in the Night" and "My Way". In 1967, he recorded one of his most famous collaborations with Tom Jobim, the album "Francis Albert Sinatra & Antonio Carlos Jobim''" which was nominated for the Grammy Award for Album of the Year. It was followed by 1968's collaboration with Duke Ellington. With sales of his music dwindling and after appearing in several poorly received films, Sinatra retired for the first time in 1971. Two years later, however, he came out of retirement and from 1973 recorded several albums, scoring a Top 40 hit with "(Theme From) New York, New York" in 1980. Using his Las Vegas shows as a home base, he toured both within the United States and internationally, until a short time before his death in 1998. Sinatra also forged a highly successful career as a film actor. After winning Best Supporting Actor in 1953, he also garnered a nomination for Best Actor for The Man with the Golden Arm (1955), and critical acclaim for his performance in The Manchurian Candidate (1962). He also starred in such musicals as On the Town (1949), Guys and Dolls (1955), High Society (1956), and Pal Joey (1957).
Sinatra is one of the best-selling music artists of all time, having sold more than 150 million records worldwide. He was honored at the Kennedy Center Honors in 1983 and was awarded the Presidential Medal of Freedom by Ronald Reagan in 1985 and the Congressional Gold Medal in 1997. Sinatra was also the recipient of eleven Grammy Awards, including the Grammy Trustees Award, Grammy Legend Award and the Grammy Lifetime Achievement Award. One of the most popular and influential musical artists of the 20th century, Sinatra had a popularity that was later matched only by Elvis Presley, The Beatles, and Michael Jackson. American music critic Robert Christgau called him "the greatest singer of the 20th century".