Of the cards you are considering, I'd not bother with the Matty dark cap. Personally I feel that the T206 "superprints" are way overpriced. There are tons and tons of them out there. Sure, some of them are popular - like the Matty dark cap and Cobb red, but considering the supply, they should be cheaper.
If you accept that the recent T206 back craze is a manifestation of T206 collectors looking for a way to inject scarcity considerations into collecting a set that really is not scarce at all, then buying a superprint is probably a big step in the wrong direction (at least from a future value perspective).
Cheers,
Blair
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