Frank Sinatra (American singer and actor, “Ol’ Blue Eyes”)

Francis Albert Sinatra (; December 12, 1915 – May 14, 1998) was an American singer and actor. Nicknamed the "Chairman of the Board" and "Ol' Blue Eyes", he is regarded as one of the most popular entertainers of the 20th century. Sinatra is among the world's best-selling music artists, with an estimated 150 million record sales globally.

Born to Italian immigrants in Hoboken, New Jersey, Sinatra began his musical career in the swing era and was influenced by the easy-listening vocal style of Bing Crosby. He joined the Harry James band as the vocalist in 1939 before finding success as a solo artist after signing with Columbia Records in 1943, becoming the idol of the "bobby soxers". In 1946, Sinatra released his debut album, The Voice of Frank Sinatra. He then signed with Capitol Records and released several albums with arrangements by Nelson Riddle, notably In the Wee Small Hours (1955) and Songs for Swingin' Lovers! (1956). In 1960, Sinatra left Capitol Records to start his own record label, Reprise Records, releasing a string of successful albums. He collaborated with Count Basie on Sinatra-Basie: An Historic Musical First (1962) and It Might as Well Be Swing (1964). In 1965, he recorded September of My Years and starred in the Emmy-winning television special Frank Sinatra: A Man and His Music. After releasing Sinatra at the Sands in 1966, Sinatra recorded one of his most famous collaborations with Tom Jobim, Francis Albert Sinatra & Antonio Carlos Jobim. It was followed by 1968's Francis A. & Edward K. with Duke Ellington. Sinatra retired in 1971 following the release of "My Way" but came out of retirement two years later. He recorded several albums and released "New York, New York" in 1980.

Sinatra also forged a highly successful acting career. After winning the Academy Award for Best Supporting Actor for From Here to Eternity (1953), he starred in The Man with the Golden Arm (1955) and The Manchurian Candidate (1962). Sinatra also appeared in musicals such as On the Town (1949), Guys and Dolls (1955), High Society (1956), and Pal Joey (1957), which won him a Golden Globe Award. Toward the end of his career, he frequently played detectives, including the title character in Tony Rome (1967). Sinatra received the Golden Globe Cecil B. DeMille Award in 1971. On television, The Frank Sinatra Show began on CBS in 1950, and he continued to make appearances on television throughout the 1950s and 1960s.

Sinatra was recognized at the Kennedy Center Honors in 1983, awarded the Presidential Medal of Freedom in 1985, and received the Congressional Gold Medal in 1997. Sinatra received eleven Grammy Awards, including the Grammy Trustees Award, Grammy Legend Award, and the Grammy Lifetime Achievement Award. American music critic Robert Christgau called him "the greatest singer of the 20th century" and he continues to be regarded as an iconic figure.