As for the greatest pitcher in this sim history, there is a bunch of different ways you could take this. In terms of WAR, good ol' Buck Geggus takes the prize, but he was mostly a 19th-Century pitcher throwing against inferior competition. You could say the same for Walter Johnson, since the competition in the teens through the early 30s was not great, either. Roger Clemens and Sandy Koufax have a better claim to performing the best against the best competition in history. So, take your pick.
If, again, you prefer the ERA route, than Rube Waddell is your guy, since he not only has the best ERA for all pitchers of at least 1500 IP, but he is very close to 300 wins as well.
If you prefer to view ERA within the context of a pitchers' era and ballparks, though, then you can make a case for the still-pitching King Felix.
