Gonna need some machine learning for this. How much AI in your streaming service are you comfortable with?

There was a chrome extension a few years ago called ottoplay that did something like this, would take your Netflix Hulu and YouTube accounts and set up channels like comedy movies and shit like that, would play random episode non stop.

For the rewatch, on Plex you can build playlists and shuffle them. I do this for my kids, one wants Bluey and the other wants Peppa pig. I let the random gods decide what comes on next.