Jack of Hearts and Devil-Slayer vs Omega the Unknown and Typhoid Mary
Jack of Hearts is classic. Devil-Slayer is the original one (see also here and here for slightly expanded descriptions of his powers). Omega the Unknown is classic and cannot "go critical" (destroy the planet's biosphere). Typhoid Mary is current.
Devil-Slayer can start the battle with the weapon(s) of your preference. Typhoid Mary has a katana and a wakizashi. Jack and Omega are unarmed.
The participants are in character. The battle takes place in a depopulated stretch of the rolling hills of Wisconsin. The two teams are 50' apart.
Which team wins and why?