Trivia Questions With Answers!

Frank Sinatra Trivia Quiz Questions with Answers

Trivia quiz questions about singer and actor Frank Sinatra

Who was Frank Sinatra?
A: Francis Albert Sinatra was an American singer and actor.

What was he nicknamed?
A: The "Chairman of the Board" and later called Ole 'Blue Eyes.

When was Sinatra one of the most popular entertainers?
A: The 1940s, 1950s, and 1960s.

He is among the world's best-selling music artists with how many record sales?
A: An estimated 150 million.

Born to Italian immigrants in Hoboken, New Jersey, Sinatra was greatly influenced by what?
A: The intimate, easy-listening vocal style of Bing Crosby.


He began his musical career in the swing era with whom?
A: Bandleaders Harry James and Tommy Dorsey.

He found success as a solo artist after what?
A: After signing with Columbia Records in 1943, becoming the idol of the "bobby soxers".

When did Sinatra release his debut album, The Voice of Frank Sinatra?
A: In 1946.

When his film career stalled in the early 1950s, Sinatra turned to what?
A: Las Vegas, where he became one of its best-known residency performers and part of the famous Rat Pack.

His acting career was revived by what?
A: The 1953 film From Here to Eternity.


The film earned Sinatra what?
A: An Academy Award and a Golden Globe Award for Best Supporting Actor.

Sinatra then signed with whom?
A: Capitol Records and released several critically lauded albums.

Sinatra left Capitol in 1960 to start what?
A: His own record label, Reprise Records and released a string of successful albums.

In 1965, he recorded what retrospective album?
A: September of My Years.

He also starred in what Emmy-winning television special?
A: Frank Sinatra: A Man and His Music.


Sinatra retired for the first time in what year?
A: 1971 but came out of retirement two years later.

He recorded several albums and resumed performing where?
A: At Caesars Palace, and released "New York, New York" in 1980.

Using his Las Vegas shows as a home base, he toured where?
A: Within the United States and internationally until shortly before his death in 1998.

Sinatra forged a highly successful career as a what?
A: A film actor.

After winning an Academy Award for best supporting actor in From Here to Eternity, he starred in what?
A: The Man with the Golden Arm (1955) and The Manchurian Candidate (1962).


Sinatra also appeared in musicals such as what?
A: On the Town (1949), Guys and Dolls (1955), High Society (1956), and Pal Joey (1957), which won him another Golden Globe.

Toward the end of his career, he frequently played what?
A: Detectives, including the title character in Tony Rome (1967).

When did Sinatra receive the Golden Globe Cecil B. DeMille Award?
A: In 1971.

On television, when did the Frank Sinatra Show begin on CBS?
A: In 1950, and he continued to make appearances on television throughout the 1950s and 1960s.

While Sinatra never learned how to read music, he worked very hard from a young age to improve his abilities in what?
A: All aspects of music.


He led a colorful personal life and was involved in turbulent relationships, including his second marriage to whom?
A: Ava Gardner.

He later married whom in 1966?
A: Mia Farrow and Barbara Marx in 1976.

He was deeply involved with politics starting in the mid-1940s and actively campaigned for what presidents?
A: Franklin D. Roosevelt, Harry S. Truman, John F. Kennedy and Ronald Reagan.

Sinatra was investigated by the FBI for what?
A: His alleged relationship with the mafia.

Sinatra was honored at the Kennedy Center Honors in what year?
A: 1983.

He was awarded the Presidential Medal of Freedom by whom in 1985?
A: Ronald Reagan.



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