The 2 Beatles Albums That Lost Grammys to Frank Sinatra Records

If you were a member of The Beatles, you probably considered 1965 a very good year. Along the way, the band posted a string of No. 1 hits with tracks like “Ticket to Ride,” “Eight Days a Week,” and “Help!” And the Paul McCartney masterpiece “Yesterday” had wowed listeners around the globe.

But the Fab Four weren’t finished there. In between making the Help! film and recording other hits, the band also happened to release the groundbreaking Rubber Soul album in time for Christmas. The Beatles were simply unstoppable at that point in time.

With so much momentum behind the band, you’d think they would have cleaned up at the Grammys early the next year. However, despite receiving 10 nominations for their ’65 work, The Beatles won a total of zero Grammys at the ’66 ceremony.

The next time around, with both Rubber Soul and Revolver on the ballot, the Fab Four once again lost out on the Album of the Year Grammy. On both occasions, Frank Sinatra walked away from the ceremony with best-album awards The Beatles had been in the running for.

Sinatra’s ‘September of My Years’ topped ‘Help’ in ’66

Mia Farrow and Frank Sinatra pose following their wedding in Las Vegas on July 19, 1966. | Bettmann

While Sinatra was certainly still the Chairman of the Board in the mid-’60s, his days of topping the charts with two albums in the same year (as he’d done in ’58) were over. Still, he had plenty left in the tank (including a No. 1), and he had enormous respect in the music industry as he turned 50.

You saw that following his ’65 release, September of My Years. Matched up against McCartney’s smash-hit “Yesterday,” Sinatra took home the Grammy for best male vocal performance for “It Was a Very Good Year.” (The same song topped “Yesterday” for the best-arrangement Grammy.)

And Sinatra wasn’t done one-upping the Fab Four when the Grammy Awards went out in early ’66. Though Help! had spent nine weeks at the top of the charts in ’65, Sinatra’s September of My Years won the Grammy for the year’s best album. The following year, The Beatles had deja vu all over again.

Sinatra’s ‘A Man and His Music’ somehow beat ‘Revolver’ in ’67

CIRCA 1965: Rock and roll band “The Beatles” pose for a portrait holding their instruments in circa 1965. | Michael Ochs Archives/Getty Images

History repeated itself (or at least rhymed) at the ninth Grammy Awards held in March ’67. This time around, The Beatles would not go home empty-handed. For “Michelle,” the McCartney-penned track from Rubber Soul, Paul and John Lennon received an award for song of the year.

But Grammy voters overlooked the band’s legendary Revolver album the same way they had Help! You may have heard “Taxman,” “Eleanor Rigby,” and “Yellow Submarine” everywhere those days, but you wouldn’t see the LP winning an award for best album.

Once again, Sinatra took that award for A Man and His Music, an album that peaked at No. 9 on the charts. Somehow, voters considered that work — a double album that featured Sinatra re-recording earlier songs he’d made famous — superior to the Fab Four’s latest. Sometimes, voters just get it wrong.

Also see: The Beatles Song Some Heard as a Dig Aimed at Frank Sinatra