Black Fiend (Lunar 2: Eternal Blue) vs Charlton Blunt (Wild ARMs XF) - I seriously don't remember EBO Black Fiend enough for this after over a decade.
Ghaleon (Lunar: Silver Star) vs Claude Kenni (Star Ocean: The Second Story) - Maybe if Claude's healing was full. -Maybe-.
Jenna Angel (Shin Megami Tensei: Digital Devil Saga) vs Monk (Bravely Default) - Even if I see Monk punching through the HP buffers, I really don't think she can avoid seeing a Bhairava.
Edgar Roni Fatima (Final Fantasy VI) vs Spell Fencer (Bravely Default) - Spell Fencer blocks Confuse and this completely fucks Edgar over. I guess this could change if you see each individual Brave turn triggering an Air Anchor proc, but I'm honestly not -too- inclined to make this call.
Asellus (SaGa Frontier) vs Barret Wallace (Final Fantasy VII) - Mops the floor with him.
Tengaar (Suikoden Series) vs Justin (Grandia) - Faster, 2HKOs.
Bishop Stone (Xenogears) vs MOMO (Xenosaga Series) - EDIT: Slow makes MOMO3 absolutely miserable against him, if the insane EDef wasn't enough. XS1 MOMO even has mostly physical damage, but her healing sucks and the same pressure problems end up applying. MOMO2 just checks out and goes home.
Cleo (Suikoden) vs Nelis (Suikoden V) - I'm actually not sure. Cleo's physical makes this not mindless, she's faster and resists Nelis' damage on top of having good mdur. Both probably 3HKO each other to boot. Sooooooooooo... (doesn't matter for super, since Cleo needs the Fire Rune to resist fire, Nelis just 2HKOs while not being 2HKOed back in that case). EDIT: ahahahahaha, oh wow, this is actually worse for Nelis than I thought: she doesn't have a third L4 charge, so she actually should -4HKO- Cleo in practice. Yeah, that's game. Cleo relies on a crit to win either way, but she's significantly more likely to get it in four turns than three.
Samurai (Final Fantasy Tactics) vs Poo (Earthbound) - Confuse blocking, Shell and the crappy healing -really- put a wrench on Poo's strategy. The speed difference is a thing, but Poo really sucks at capitalizing on it.
Ross (Fire Emblem: Sacred Stones) vs White Wizard (Final Fantasy) - Actually, Ross should 2HKO WW.
Melody Vilente (Wild ARMs 3) vs Warlock (Suikoden IV) - Warlock 2HKOs Melody and Kindness Rain even heals Poison, which I think really puts Melody's pressure game in the crapper.
Tia (Lufia 2: Rise of the Sinistrals) vs Ramus Farmain (Lunar: Silver Star) - Yeah, not thinking here.
Mukumuku (Suikoden II) vs Garr (Breath of Fire III) - Nor here. Garr is terrible, but Mukumuku has about the same damage and less than half the durability while having less than double the speed. On average, it just doesn't add up.
Cray (Breath of Fire IV) vs Aeris Gainsborough (Final Fantasy VII) - Yeah, no. Cray's Might-boosted physical 2HKOs average, don't see why it shouldn't 2HKO Aeris.