Anyways, I feel like this all started in late 1980s early 1990s and was part of shift to full post-modernism & age of simulacrum
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Edward R. Murrow - Around the World in 80 Days.
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H.V. Kaltenborn - Mr. Smith Goes to Washington.
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Athletes have been appearing as themselves since the 1920s--it may be that a few sports-media figures appeared that far back too. Not sure.
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The cartooonist Winsor McCay appeared as himself in a short.
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