Here are some wonderful clips posted by the Pavek Museum of Broadcasting. I believe these date to 1974 or 75. Bob Keeshan, known to kids everywhere as Captain Kangaroo, was in the Twin Cities, probably on a promotional tour. He spent some time at the CBS affiliate, WCCO and filmed some promos for the morning kids block which featured Carmen at 7, followed by Clancy and Willie, then Captain Kangaroo at 8am. It was apparently a windy day when these were filmed. These are filmed outtakes from that day.
CAPTAIN KANGAROO, CARMEN THE NURSE, CLANCY THE COP & WILLIE KETCHEM from Pavek Museum on Vimeo.
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This footage of Captain Kangaroo was filmed no later than 1971, and I’m guestimating from 1965-1970.