10 best Grammy winners of all time
By Buckie Wells
Frank Sinatra
Album of the Year Winner: Come Dance with Me, September of My Years, A Man and His Music
Year(s) Won: 1958, 1959, 1965, 1966, 1995
Other Accolades: Best Traditional Pop Vocal Performance, Record Of The Year, Best Vocal Performance, Best Album Cover
Admittedly, his entire career spans decades and contains more hits than I can even list. And the best part is, we all know them. They’re songs that you can hear almost anywhere at any given point of the day — they’re just that good. An icon and a legend, Frank Sinatra’s got his fair share of Grammy achievements as well. In addition to having, well, a lot, he also received the Grammys Lifetime Achievement Award. But the fun doesn’t stop there! Frank Sinatra earned a lot of awards for more than just music. He also earned an Academy Award and Golden Globe.
With so many hits in his repertoire, it’s hard to find somebody who can hold a candle to his hypnotic voice (*cough*Dean Martin*cough*) and eternal legacy. However, as you can see, Frank Sinatra’s time of glory was a few decades ago. So, the door’s wide open for anyone else who thinks they can croon as well as this guy.