In theory, you're saying on the first round of combat try to use that skill and keep trying to use that skill.
If you have pickpocket or entangling noodles, you'd want those skills preceding this one I suppose and then you'd want to close out with attack with weapon or shieldbutt or whatever....
But the real question is whether or not mafia recognizes this as an acceptable combat skill since it is specific to having the weapon equipped and is not a class skill. I can't test this as I don't have a haiku katana and have never used one.