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Leonardo DiCaprio (5 Previous Noms)

Sixth time’s the charm for this year’s Best Actor favorite (The Revenant)? He’s missed four times as an actor (What’s Eating Gilbert Grape, The Aviator, Blood Diamond, The Wolf of Wall Street), and as producer for Best Picture contender Wolf. (WireImage)

The People With the Most Oscar Nominations Without a Win

Kevin Polowy
Senior Correspondent, Yahoo Entertainment

As Peter O'Toole said when he received an honorary Oscar after eight unsuccessful nominations in the competitive categories, “Always a bridesmaid, never a bride, my foot.” O'Toole is the most-nominated actor never to win, but his eight nods aren’t even half as many as received by the man with the longest winless streak. These folks may not own an Oscar (yet… see: DiCarpio, Leonardo), but they’re all winners in our book.

NOTE: Listed tallies do not include nominations for the 2016 Oscars, since winners are yet to be announced.