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Speed equalized. Season 1-4 Jack vs Undyne. Characters are bloodlusted and willing to kill, character wins by killing the other. Characters start 20 meters apart in an unpopulated plain in Japan.
hm.. I'll give Jack the edge here. Jack was able to fight off the 3 blind archers (he was also blind folded ) and dodge all the arrows that were fired at him, so the distance gap would be filled up really quickly ( https://www.youtube.com/watch?v=0X52Kdc7TAQ ). Jack also has also received training in various fighting styles from around the world so Undyne is at a huge disadvantage in this fight in terms of skill level.
The green soul makes it that the person must block the attack and not dodge it, but Jack can easily block attacks like that EX: https://www.youtube.com/watch?v=Mt2UIoBIgDk and since speed is equalized this still makes it just as plausible.
Yes I agree it would make things difficult but Jack has shown his skills can most likely handle this, I think his skills give Jack the win here but that's my thoughts.