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So the Bob Hope film with William Bendix has a Crosby cameo of sorts.
I had forgotten about this until I read a modern review/appreciation of the film.
The whole film is on YouTube. Around 52 mins in Hope on the run with the girl Vera Marshes' character and its pouring rain.....they pass by a large poster of Bing Crosby appearing in Blue Skies. The girl says who's that and Hope replies a singer before your time makes another comment and catches water coming from the down spout and throws it on the poster.