I'm always apprehensive about answering "trick" questions, Merry Andrew, but what the heck, I' ll give it a whirl?
1. Holiday Inn in 1942 was the first time Bing sang White Christmas in a movie.
2. Charles Starrett played in the Durango Kid movie series. He played Bill Lowry who was the Durango Kid, but nobody was supposed to know that except the members of the movie audience.
3. The pilot for "Wanted :Dead or Alive" first aired as an episode on the series, Trackdown in 1958. Robert Culp played Hoby Gilman in Trackdown. (I never saw that one, but I never missed Wanted: Dead or Alive.)