It has been almost a decade since the Sinatra family lost one of their own. Frank Sinatra Jr. passed away unexpectedly of cardiac arrest while on tour at the age of 72 on March 16, 2016.

Swift broke out of a tie with Frank Sinatra, Paul Simon, and Stevie Wonder, who all earned the honor three times in their careers. Just a few days after Swift won her latest Grammys, the family of ...