With the seismic shift of the expanded best picture field in 2009, certain forms of Oscar trivia seem dead or at least on life support. Foxcatcher proved you could still be a "lone director" nominee for a non Best Picture player, and Carol proved you could still get a big swath of nominations but miss out on placing in the top category. But nearly all the records involving films that weren't nominated for Best Picture will not be broken now; when Oscar notices you in a big way these days, you're also likely to achieve that highest distinction of being a Best Picture nominee.
But with 3 being the magic number today, let's take a look back at the rare cases of films that won 3 or more Oscars that were not nominated for Best Picture. The only film that could theoretically join this list this year is Jackie (the most nominated film that isn't up for Best Picture) but it would have to win all three of its bids!
The 16 Biggest Oscar Winners That Were NOT Nominated for Best Picture
(I've used the current names of categories though some categories have changed titles since these wins)
01 Five Oscar wins from six nominations
The Bad and the Beautiful (1952) Supporting Actress, Original Screenplay, Cinematography, Production Design, Costume Design. It lost only Best Actor but mysteriously wasn't nominated for Picture or Director despite obvious widespread love for it. But then, 1952 was among the very strangest of Oscar years for multiple reasons.
Curiously Kirk Douglas also leads one of the three films tied for runner up in this particular list...