They Live (1988)

Man in the High Castle tv show. The premise was interesting, Nazis taking over the US and the population figting back. However, the show quickly devolved into a confusing mess.

Nazis are in charge of the US government, yet there's other Nazis on the run from the Nazis in charge? And they're hiding bibles? I was left scratching my head wondering if there were any characters that weren't Nazis. I guess it's a story about how bad guys always turn on each other?

Also The Witcher season 1 tv show. I've never played the games before and knew nothing about it. I was hoping the tv series would be my introduction to the games, but... what in the actual fuck. Was the director drunk? Is this a show about medieval fantasy time travel and I'm just not getting it?

Dark City (1998) could definitely fit the bill, it has so many unique ideas for that time in film and you can see there’s of all sorts of future sci-fi movies in it from the matrix to inception, it’s a very visually ugly movie and the acting is subpar but as a premise it’s super interesting. Generally I think remakes are a waste of time and money but I’d love to see this movie with a proper budget and modern technology

The Cube.
Most people saw it as an average horror movie where a bunch of people try to get out of a giant torture box. But there was a pivotal scene that stuck with me where one of the prisoners realizes he helped build part of it. The whole thing wasn't some intentional torture device but just a bunch of people doing their day jobs that were lost in a bureaucracy not ever questioning what their work was creating.
A stark reflection of society and the systems we create and the dangers of not ever looking at the bigger picture.

Of course they proceeded to shit all over this idea in Cube2 where it ended up being just another evil government experiment.

I feel like the last 30 years of Star Wars movies could qualify here

The movie In Time (2011). The premise was interesting but I can't even remember the plot because it was so meh.

I also think Idiocracy could have been better. It had good moments, and that's what most people remember, but the overall cohesiveness falls flat. Great moments, iconic scenes, but could have been a better film.

Not a film, but a TV series? It's called Jericho, and the synopsis in the Wikipedia reads:

Jericho is an American post-apocalyptic action drama television series, which centers on the residents of the fictional city of Jericho, Kansas, in the aftermath of a nuclear attack on 23 major cities in the contiguous United States.

But yeah, the execution is mediocre at best. Both the action and the drama are unbearably flimsy and cliche, even the argument flops as metal.