Worstgen

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Reborn
His focus seem to be more on getting one piece and become pk than dedicating his life to swords. So him not having black blade doesn't amount to the fact that he can't be WSS. Infact, in fights haki and skills work in tandem so if Roger was strongest pirate and also a swordsman then one can infer he was also WSS of his time.

Also there is no one with WSS title or with Black blade during his time as of now.
Reborn
Reborn
Zoro will make blade Black and will become WSS by defeating mihawk thus he will surpass Roger in terms of swordsmanship and COA. Luffy will become pk and will achieve what Roger didn't so he will also surpass Roger.

In short both can surpass Roger but in different way yet both can't surpass Roger completely on their own. That's why it's PK and master swordsman.
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Reborn
Just taking my thoughts out. Will reflect on these thoughts after reading some discussions on the topic.
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