
I don't understand how you can compare whiskeyjacks fighting ability vs Kallors based on a secondhand recollection of WJ sparring with Dassem ten-fifteen years earlier and Kallor having a fight with Dassem five years later. What does that prove? Certainly not that WJ should have won over Kallor on paper.
WJ was older than he was when he fought Dassem. Slower, worn down, so emo you can almost hear the linkin park soundtrack. Kallor probably hasn't changed a day since the fall of the CG. Dassem on the other hand, has probably only been gaining power since him and WJ used to spar. He's ascended, wields a magical sword who's only limit lies in the will of the beholder and driven by an anger so great it makes the gods pee themselves.
I don't believe we can judge who was best of WJ and Kallor from what we know, but based on Kallors legend, and the respect he's given, I think he's the better.
In no way do I think he's on the top of any lists of powerplayers, but he is someone to be scared of.