I kicked around the idea of this for a Star Trek fanfic a while back. Picture a company (Memtek, say) that sets up a huge antenna array in a star system 400 light years from Earth (call it Delta Omega, arbitrarily), aimed toward it, receiving the faint signals from the beginning of the broadcast era and marketing them in the TNG/DS9/Voyager era. These signals, greatly cleaned up, are put onto the standard subspace communications networks (or whatever passes for the 24th-century Internet). One particular rebroadcast station, state-of-the-art at the time, gets built at the edge of Federation space in anticipation of a new wave of colonial expansion in that direction. Trouble is, that way happens to be Cardassian space, which previously was thought to be un- or at most sparsely-populated. The Nova station (as it is known) gets destroyed in the early weeks of the Federation/Cardassian War, just a month into its operating life.
Some forty-five years later, the Delta-marooned USS Voyager moves into a position which allows them, for the first time, a direct line-of-sight to where the Nova station was. Tuning and aligning the deflector array precisely allows them to receive the signal and decode it, separating out the 1024 channels of entertainment, sports, news, political and military traffic. Tom Paris, established as a fan of the hokey sci-fi serial “Captain Proton”, seeks out the captured 20th-century television broadcasts, fascinated by them, earning the contempt of B’Ellana Torres (who is already in a state of annoyance after she decoded some of the old Starfleet military traffic and learned that the Cardassians had been noticed and designated “Alien Contact 3481-Alpha” but no other information had been established, which irritated her because if contact had been established properly, the war and the Maquis and the Caretaker and basically her whole life up to that point could have been far different and far better):
“Are you still watching that stuff?” she asked impatiently.
“Shh,” he hissed. “I don’t want to miss this 1936 Olympics broadcast - it’s live.”
She frowned. “It’s not live. It was picked up by the Memtek corporation array 400 years after it was live, filtered, and put on the repertory channel until the Nova rebroadcast it and Tuvok filtered and decoded it yesterday.”
“Don’t spoil my fun. Don’t you have some Ensign to torture?”
She allowed herself the first half-smile of the day. “What do you think I’m doing now?”
Along with the other mind-bending elements is when Torres points out that the Memtek’s gigantic antenna array is positioned with one side facing the Delta Omega star (drawing energy from it) and the other facing Earth, so that it receives the light from 400 years earlier, and 400 years later, when the light from Delta Omega works it way back to Earth, the star will seem to blink out of existence, eclipsed in the name of entertainment.
And a month later when the Nova signal is abruptly cut off, the Voyager sadly resumes its years-long trip home, hoping for a time when they can receive news from home when it is still new and not the blurred static ghosts of the past.