Wyler found success in the late 1940s and 1950s. He was associate producer of his brother's adaptation of "The Heiress" (1949), which was nominated for Best Film at the Academy Awards and won its star, Olivia de Havilland, her second Oscar. Wyler was nominated for Best Screenplay for "Detective Story" (1951), another film directed by his brother and a controversial hit in its day. He was involved as an associate producer on most of his brother's films through the 1950s, such as "Roman Holiday" (1953) and "Friendly Persuasion" (1956).