yea dependencies seem like a real issue here, I don’t think Linux supports side-by-side versions like Windows does, Windows will just install every version of DirectX and libraries like that
Heavy modding of older games PC can be a pain in the ass.
Sometimes the older games are the easy ones to mod, and the new games make it intentionally difficult. Doom, Duke Nukem 3D, Quake, Deus Ex are all mod-friendly.
It can also depend on how much work the mod developer puts into making it easy.
(I notice you have an MiB as your profile pic and Deus Ex’s Liberty Island skybox as your profile banner lol)