This is a new segment to look at past Oscar and Grammy winners. I am starting with 1958 because it is the first year of the Grammys (the first Academy Award was in 1929), and it is the 60th anniversary of the Grammys this year. I will just note the major categories and those of special interest.

THE OSCARS
Held at the Pantages Theatre, Hollywood

Best picture – The Bridge on the River Kwai
Best foreign film – Nights of Cabiria

Best director – David Lean, The Bridge on the River Kwai
Supporting actress – Miyoshi Umeki for Sayonara (note Ricardo Montalbán’s role)
Actor in a Supporting Role – Russ Tamblyn (Dr. Lawrence Jacoby in Twin Peaks), Peyton Place

From Wikipedia: The show’s producer, Jerry Wald, started cutting numbers from the show to make sure it ran on time. He cut too much material and the ceremony ended 20 minutes early, leaving Jerry Lewis to attempt to fill in the time. Eventually, NBC cut to a re-run of a sports show.

THE GRAMMYS
Held at the Beverly Hilton, Beverly Hills.

Record of the Year – Nel Blu Dipinto di Blu (Volare), Domenico Modugno
Album of the Year – The Music From Peter Gunn, Henry Mancini

Best Album Cover – Only The Lonely, Frankie

Best Vocal Performance, Female – Ella Fitzgerald Sings the Irving Berlin Song Book, Ella Fitzgerald

Best Rhythm and Blues Performance – “Tequila”, The Champs

Best Comedy Performance – “The Chipmunk Song”, David Seville

Best Performance, Documentary or Spoken Word – The Best of the Stan Freberg Shows, Stan Freburg

Ella Fitzerald won the most awards that year with three in all.
Note there is no rock ‘n’ roll at all in the awards. The first award for rock came in 1961 for Chubby Checker in the “Best Rock & Roll Recording” category.