Lee ought to win scenario 1. Coby really only showcased Soru. He might keep up in speed but he didn't show any notable fighting techniques. In scenario 2 it's speculation at this point but I think Coby could be stronger. He unlocked color of observation haki right before the time skip so he probably mastered it post time skip, and probably learned armament haki and other rokushiki techniques. It's speculation but i think Coby is stronger at this point.