I've never been much for overanalysing things, myself, and hope people don't overanalyse the rest of these comics. I've done enough book reports to believe it means something, but not take it too seriously when you tell me what it means.
So did Caleb get paid for his time at the Minerva Theatre? Did anyone get paid? I've probably given three different answers to that question over the years.
"Have you ever read the Daily Standard. Reading all about the plane that landed upside down" is from "It Would Be So Nice", one of Pink Floyd's embarassing post-Barrett singles. So, if there was a door, why did he blockade her in there? Because he could.
I was getting college credit for these comics - it was independent study. My advisor was one of the world's foremost experts on Carl Barks and Uncle Scrooge, and was highly recommended to me. I'm not sure my advisor had time read the strip - I'd send him scripts but he wouldn't read them until right when I came by.
I recall him asking how a Kruschev impression and a Clark Gable impression could be similar, as he didn't get it. They couldn't, and I thought it was obvious. Therein lies the humor, that an impression would have to be incomprehensibly bad for one to be mistaken for the other. Nikita Kruschev was Premier of the Soviet Union and this was a reference to an incident at the United Nations where he banged his shoe on his desk, declaring that Communism would bury Capitalism. You may think this is a callback to the Clark Gable reference at the beginning of this arc. You'd be wrong.
The Tell-tale Watch drawn by Cyber Hare