How many times have Best Supporting Actor and Best Actor gone to the same film at the Oscars?

How many times have Best Supporting Actor and Best Actor gone to the same film at the Oscars?
Three films in contention at this year’s Oscars earned nominations for both Best Actor and Best Supporting Actor: “Green Book,” “A Star is Born” and “Vice.” How likely is it that both these men will win Academy Awards on Feb. 24? In the 82 years since the supporting awards were introduced at the 9th Oscars, only five films could boast victories in both these races.

For such a male-dominated industry, it is surprising that these two acting categories are the least successful pairing at the Oscars while the two female ones are the most. Then again, the film industry has no shortage of roles for men (lead or supporting) so they have been able to spread the love across different male performers in different films. There has always been (and still is) a shortage of female roles, so there have been and are fewer films with such notable performances, be they lead or supporting.
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