Whenever i try to capture Half-Life with OBS, the game crashes, i tried 3 versions of HL and it crashed at every of them.

tried -window on steam?

I try to record only when i speedrun so i'm not using Steam version but the WON version.

so... you runned as window?

In windowed mode it doesn't even detect the game, it's just blackscreen

try windowed and record whole monitor and just crop it afterwards

EDIT: OBS eats shit when you render something other than OpenGL so check that in video settings bruh.

and run everything game,obs,steam as admin