This xkcd "What If?" reminded me of a short story I read, maybe in a compilation of Golden Age SF stories by the likes of Henry Kuttner and Fritz Leiber. It was just a few pages long. A group of rich old geezers are passengers on one of the first faster-than-light ships to leave Earth. The last few sentences of the story describe them gathering around a TV set to watch TV signals that left Earth in the '50s, which the ship has caught up with---it's an episode of "The Howdy Doody Show" that the old guys remember from childhood but thought they would never see again (since it was from the era of live broadcasting before videotape).