10 Worst Grammy Winners of All-Time

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5. The First Family by Vaughn Meader in 1963

Look, we get it. Everyone loved the Kennedys. We still do! But that doesn’t mean an album dedicated to the First Family should have won a Grammy award. Not when Ray Charles was nominated for the album that gave us “You Don’t Know Me”.

Really, looking back at past winners, it is insane to see who has won these awards and the artists they have beaten out. Ray Charles and Tony Bennett? And it was given to a man if we said his name on the street, no one would know who he was?

Maybe at the time (in 1963) it would have been a huge hit. After all, John F. Kennedy was still alive when this came out. But how it beat the brilliance of Ray and Tony is beyond anything we can comprehend. Ray Charles and Tony Bennett are such icons that anyone beating them out for a Grammy award seems absurd.

But I’m sure there will be people down the road asking how Beck beat out Ed Sheeran, Beyoncé, and Sam Smith. But for now, we’re focusing on the fact that this random album about the Kennedys beat the album that held one of Ray Charles’s greatest hits.