Saturday marks what would be the 100th birthday of the late, great Frank Sinatra. The iconic singer, who died on May 14, 1998 at the age of 82, was born in Hoboken, New Jersey on Dec. 12, 1915.
Decades after the crooner made his debut, his vast catalog of music remains just as celebrated and timely. In honor of Sinatra’s birthday, we’ve compiled 20 of his most beloved classics to serve as a soundtrack to the day. Weigh in on your favorite tune by using the arrows to order the playlist as you see fit.