I'm looking for dramas or movies in which an evil supporting character does terrible things to get something they're obsessed with (a person, the throne, whatever) and they actually succeed in getting it. But after that, they slowly start regretting it...they're miserable and wish they'd never done whatever they did. I don't care if this ends with a redemption arc or them still miserable. Is there a plot like this? Any country, old or new, is fine.

This is such a good trope to look for!

Grand Prince — He gets the throne and it drives him nearly crazy before he ultimately dies and realizes it wasn’t worth it.

The Tale of Nokdu — similar vibe to the one above

So I Married the Anti-Fan — he manages to steal almost everything from the ML but he finds now joy and then tragedy strikes and it’s too late for him to redeem himself

Lighter and Princess — he gets the company, the girl, the fame and everything he wants but it destroys him from the inside out leaving him alone in the end

Only Side by Side with You — similar vibe to the one above but it’s a female CEO instead 

The Double — he kills (he thinks) the FL to protect his family and gain power from an evil princess but then realizes all he’s done was for nothing and the only one who ever loved him was the FL