Oscar Winners And (Surprising) Losers From The Last 88 Years

Created on Feb 23, 2016 by Kathy Pinna
These actors and actresses were giants in the Hollywood pantheon - some won Oscars, some were nominated, and some were passed over entirely. Do you know who was overlooked and which ones actually received an Academy Award?

Did you know? The first Academy Awards ceremony was a private function that drew an audience of 270 people in 1929. Fifteen awards were presented and the ceremony ran only 15 minutes! In contrast, the 88th Academy Awards show in 2016 drew a television audience of about 34.4 million people, there were 24 categories in which Oscars were presented, and the show went well over 3 hours.

Oscar Winners And (Surprising) Losers From The Last 88 Years

First female Academy Award winner

Janet Gaynor won Best Actress in 1929
Janet Gaynor - First Female Academy Award Winner

She won for her performance in 3 films that year - the only actress to have done this. They were 7th Heaven (1927), Sunrise: A Song of Two Humans (1927), and Street Angel (1928).

Co-founder of United Artists and the Academy of Motion Pictures

Mary Pickford

Mary Pickford was known as 'America's Sweetheart' on the silent screen. She won 2 Oscars - Best Actress in 1930 and an Honorary Oscar in 1976. Her Oscar winning movie - Coquette:

Known as The Vamp in silent films

Cleopatra film - Theda Bara 1917

Theda Bera retired in 1926 just before the Oscars' first year.


From American Graffiti to this . . .

Ben Obi-Wan Kenobi & George Lucas Star Wars set

George Lucas and Obi Wan Kenobi star Alec Guinness. George has been nominated 3 times and has won once, Alec was nominated 6 times and won twice.

The highest paid Hollywood actress in the 1930's

Constance Bennett

Constance Bennett starred with Cary Grant in the 1937 two time Oscar nominated film Topper. She acted in dozens of films and was married five times before her death in 1965. Seems Hollywood has always been famous for short lived marriages.

The King of Cowboys - Roy Rogers

Bill Rayborn with Roy Rogers, Dale Evans

Roy Rogers with his third wife Dale Evans in 1952. Roy appeared in over 100 movies but never received an Academy Award nomination.

The 'love goddess' of the 1940's, Rita Hayworth

Rita Hayworth Bathing Suit

Rita’s co stars won Oscars for 'Separate Tables' but the legendary actress never added an Oscar to her name.


The First Lady of the American Theater

Ethel Barrymore

Ethel Barrymore, Best Supporting Actress in 1944, is the great aunt of Drew Barrymore.

Gone with the Wind’s Rhett Butler - need we say more?

Felix Young

Clark Gable at a tennis match with his wife Carole Lombard - he won for Best Actor for the movie 'It Happened One Night'.

The Chairman of the Board aka Ol’ Blue Eyes & Laurence Harvey

Laurence Harvey & Frank Sinatra

Frank Sinatra and Laurence Harvey in The Manchurian Candidate. Sinatra won a Best Supporting Actor award in 1954 and Laurence was nominated for one Oscar.

Some Like It Hot!

Marilyn Monroe

Marilyn Monroe - she was never nominated although she was one of the most popular actresses of all time.

She and sister Lillian were huge stars in silent films

Dorothy Gish, Actress - Silent & 'Talkies' Films

Dorothy Gish retired from films in 1930. She was a silent film comedian who only made one ‘talkie’ and effectively retired before the Oscars began.

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