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JimBAs mentioned, it depends A LOT on the issue, but in general I would rank them as follows:
1. Cobb
1. Wagner
1. Jackson
4. Mathewson
4. Johnson
4. Young
7. Lajoie
7. Speaker
9. Plank
10. McGraw
Same # represents a virtual tie that can only be distinguished by the issue and relative rarity.
Edited to place the three greatest pitchers from the era at a virtual tie. I had Matty a step ahead on first thought.