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Bill CornellLipset's book has the T205's in this level of difficulty (descending):
1. Shean (Cubs)
2. Graham (Cubs)
3. minor leaguers (12 in all)
4. Dahlen, Donohue, Dougherty (white sock), Fisher, Karger, Kleinow, Scanlan, Sweeney, Suggs, Wagner, Walsh
5. Barger, Bresnahan (mouth open), Chase (no Hal), Collins (mouth open), Ford (white cap), Grant, Harmon (left ear), Joss, Raymond, Rowan, Turner, Vaughn, Wallace (no cap), White, Wilhelm, Wiltse (right ear)
As a relative T205 novice, I find won't argue with most of this list, except that I think the minor leaguers are overrated for difficulty and are much easier to find than many of the variations he cites. Whether Graham is tougher than Shean or Joss or Dahlen is too tough to call. I should note that I have some weird magnetic pull for the Wiltse right ear card - seems to be the easiest T205 I know...
The SCD price guide has these completely messed up - their prices don't correspond to difficulty at all.