The Most Supportive Actor Walter Brennan holds the record for most wins as Best Supporting Actor (three) and is tied for the most nominations (four). For what 1941 drama about a World War I hero did he receive his final nomination?Clean Sweeps Five times in Academy history has a Best Picture winner won in every category in which it was nominated. Only three times has this happened when more than five nominations were at stake. One such instance was a 1958 Vincente Minnelli musical. Name it.