I would describe it as Napoleon Dynamite meets Mister Rogers directed by Wes Anderson.
It’s a lovely show that got cancelled after 3 seasons, but the seasons they got were really special and worth watching. There’s a very subtle, sweet storyline throughout the story that isn’t immediately obvious if you just jump around via clips.
Now I’m thinking I actually encountered it on YouTube music. I’ve played several but I didn’t remember any video part to them. But this one did sound vaguely familiar.