Which brings up an issue: the railroads made the West, and were made possible by none other than Abe Lincoln. So why in gaming and Hollywood are rail barons evil?
Well they did do a fair amount of terrible things, in terrible ways....
Sure, as Hollywood villains they might be a bit exaggerated, cliched, & stereotyped - but there's still truth fueling that.
Game-wise? Because our gaming is largely referencing Hollywood/other media.