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Can you give us some examples of both? Some that you think we will find obscure and some that you yourself find obscure?
This is copied from my reply to another person here.
Most of the music is on Soulseek.
MC Rell is rapper from the late 80s that dropped a pretty good album, very few people have heard of him.
The Lootpack is a 90s hip hop group from LA that was good but for some reason it never caught on, I don't know anyone else who's heard their album.
The older films I like aren't really that obscure, I just don't know any film nerds in real life. I'm a big fan of the Preston Sturges comedy films, film nerds know them but no one I know in real life watches old movies.
Have Gun, Will Travel is one of my favorite western TV shows. It's kind of stuck around but, not like I Love Lucy or The Honeymooners did.
There was a series of b movies about a detective called The Falcon. They were kind of a mix of The Thin Man films and the Sam Spade films.
They were lots of fun to watch but I don't know anyone else who's seen them.
Ah, I love Preston Sturges. I guess I'm lucky to know a few film and TV nerds in real life. ETA: The Lady Eve is one of my favorite movies. (When I'm asked what my favorite movies are, I say that and I Know Where I'm Going by Powell and Pressburger.)
I've seen The Lady Eve a few times over the years but not in a while. TCM used to do Preston Sturges marathons every year or so.
I have never seen I Know Where I'm going but the entry on Wikipedia makes it seem interesting.
Please check it out. I've seen it many times over the years, eventually owning a couple of copies. It's magical. P&P made some really great films - Black Narcissus and The Red Shoes really stand out.