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After having passed his final secondary school exams at the Karlsgymnasium in Stuttgart, Oscar Heiler began a training in book trade. In 1928 he started his career as an actor at the Stuttgarter Schauspielhaus. Together with his famous Swabian colleague Willy Reichert he started performing their play "Häberle and Pfleiderer" about two Swabians gossipping in 1930. This made him well-known even outside Swabia and brought him several appearances on German TV. He is buried in Bad Cannstantt on the "Uff-Cemetery