He entered graduate school in 1969 at the University of Toronto,[2] where he met and studied under the influential media theorist Marshall McLuhan, famous for the phrase "The medium is the message".
He began writing and producing independent documentary films including "With Intent to Harm" and "Patriotism, Inc," and in 1976 went to work at WKYC-TV, the NBC-owned station in Cleveland, Ohio.
Following his tenure at CBS he became senior vice president of Warner Bros television, and there developed series such as Head of the Class, Growing Pains, V, and Night Court.
He left Warner Bros in 1986 to found the television studio of the new TriStar Pictures,[7][8][9] a venture partially owned by Coca-Cola and HBO.
[10] That studio was responsible for television series, movies, soap operas and mini-series, including Married... With Children and The Young and the Restless.
He partnered with Jim Clark, the computer scientist who had previously founded Silicon Graphics in 1981, in an interactive video game television channel to be produced in conjunction with Nintendo, but the project never went beyond the planning stage.
[14] In 1990 Siegler competed on the United States team in the Ninth Annual World Championships of Elephant Polo, held at an airstrip near Royal Chitwan National Park, Nepal.