Can you identify this crooning thespian?

From the dirty streets of Hoboken to friendships with presidents, Frank Sinatra was a star like no other. He is one of the handful of performers to have earned both an Academy Award for acting and a number one single (in his case, ten number one singles). Among his chart toppers was a duet with daughter Nancy, "Something Stupid," which is the only father-daughter duet to ever hit number one. But Sinatra's true signature song was his 1969 smash "My Way", despite the fact that he reportedly detested the "self-serving and indulgent" song.

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