Conversation so far:
How did Frank Sinatra get started in his career?
Frank Sinatra got his first break in 1935  with a local singing group, the 3 Flashes. Fred Tamburro, the group's baritone, admitted they took him because he owned a car.
Did Fred Tamburro and Frank Sinatra work together after the 3 Flashes?
Yes, Tamburro and Sinatra sang in the group known as the Hoboken Four
Who else did Frank Sinatra work with besides Fred Tamburro, the 3 Flashes and Hoboken Four?
Sinatra also worked with Harry James and Tommy Dorsey
What films was Frank Sinatra in?
Frank Sinatra was in films such as From Here to Eternity, Young at Heart, Guys and Dolls, The Tender Trap, Not as a Stranger, and High Society
Did Frank Sinatra win any awards?
He won many awards, including Academy Award for Best Supporting Actor for From Here to Eternity“
In what year did Frank Sinatra win his Academy Award for Best Supporting Actor?
He won the Academy Award for Best Supporting Actor in 1953
Did Frank Sinatra win any other awards besides the Academy Award for Best Supporting Actor in 1953?
Sinatra won the Golden Globe Award for Best Actor – Motion Picture Musical or Comedy in 1957 for the film Pal Joey

Question: And in what year did he win this award?
Self-contained rewrite: In what year did Frank Sinatra win the Golden Globe Award for Best Actor – Motion Picture Musical or Comedy?