I would argue that Connery’s Oscar for THE UNTOUCHABLES was for his entire career, including his work as James Bond.
Also against horror, and even comedy (to some extent). Many people win their Oscars for something other than their best work: Jeremy Irons should have gotten Best Actor for DEAD RINGERS, but had to wait two years for REVERSAL OF FORTUNE (n his speech he thanked David Cronenberg in tacit acknowledgement of this fact).
Ellen Burstyn had to wait a year to be laureled for ALICE DOESN’T LIVE HERE ANYMORE, when she should have gotten it for THE EXORCIST.
Go back further: Better Davis not getting it in 1934 for OF HUMAN BONDAGE, but nabbing it in 1935 for DANGEROUS–one of her lesser films. A consolation Oscar if there ever was one.
Is SCENT OF A WOMAN Al Pacino’s best work? What about Scorsese’s THE DEPARTED?
Also, Barbara Broccoli and Michael Wilson could follow in Cubby’s footsteps, and be honored with an Irving G. Thalberg Memorial Award.