Luca Blight (Suikoden II) vs Jowy Atreides (Suikoden II)
Nyarlathotep (Pesona 2) vs Kraken (Final Fantasy III)
Ciato, save us from the tentacles
Heavy
Hugo (Suikoden III) vs Elize Lutus (Tales of Xillia)
Based off Pyro's musings, sounds like Hugo "heal-locks" with his physical, and has to wait for a "double" (which isn't really a think in Suiko 3's system) or some massive string of critz, or Elize gets a Mystic Arte or something. Not sure if that actually lets her win consistently with Hugo's evade though.
EDIT: Reminding myself of the stat topic... I'm inclined to be harsh on Auto Medicine and force it to deal with DL opponent's number of hits. Hugo DOES have a multi-hit combo, but Elize is only getting in attempts at her own damage when she has a favorable Auto-Med string, and that happens much more rarely off only 3-4 hits than what the stat topic was thinking. More generally, while I'm less skeptical of guard-for-the-win stratz than some, if Elize's guard strat is so good as to beat Hugo here I'm definitely suspicious osmething is up. Elize clearly CAN win this if she gets enough good blocks, auto-meds, and hits on her own damage, but meh, not really inclined to tiebreak for that kind of strategy in a close fight.
Adelbert Steiner (Final Fanasy IX) vs Nel Zelpher (Star Ocean: Till the End of Time)
Body Temp means that freeze is immuned... but Nel probably just heals through Steiner's MP while immuring instant death.
Umi (Cthulhu Saves the World) vs Rabbid Luigi (Mario + Rabbids Kingdom Battle)
Umi's ability to pulse all of her damage all at once seems like it's strong vs. infinite draining? OTOH, there's that status game. Will wait on Elf.
EDIT: If Elf's voting that way...
Middle
Messam Elmdore (Final Fantasy Tactics) vs Clarine (Fire Emblem: Sealed Sword)
Crying baby chocobos. (Might win without it anyway as Random noted.)
Xander (Fire Emblem Fates) vs Rabbid Mario (Mario + Rabbids Kingdom Battle)
Probably Xander?
Vivi Ornitier (Final Fantasy IX) vs Hope Estheim (Final Fantasy XIII)
Some crappy status, yeah.
Light
Adray Lasbard (Star Ocean Till the End of Time) vs Lucia (Shadow Hearts Covenant)
Adray kind of a headache as usual. Probably him but meh. (He has either the WORST MP damage or the BEST MP damage depending on if you take into account postgame techs!)
Hubert von Vestra (Fire Emblem: Three Houses) vs Rude (Final Fantasy VII)
Counterattacks probably. Although bad subtractive defense = getting doubled by a low-damage boss is more dangerous than usual, too...