Playback stops, but can be restarted with no problem

Server Version#: 1.22.0.4163
Player Version#: (Multiple)

My Plex server has been mostly perfect for a while, but the last few weeks has had an issue with playback. Specifically, I can watch for 20-30 minutes, maybe longer, and then I get a playback error. If I go to play again, it can resume no problem, for again, 20-30 minutes, and then the same happens. I thought perhaps it was an issue with my player (Plex app on Samsung TV), but when I tested with my laptop, I saw the same behavior.

Where should I start looking?

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