Godlike
Smithy (Super Mario RPG: Legend of the Seven Stars) vs Phantom (Bravely Default II)
Jowy Atreides (Suikoden II) vs
Dinah (Unicorn Overlord) - Magic is evadable in UO, even multitarget spells. So...I think she just wins??? Unless suiko2 magic or Jowy's specifically can't miss ever? I think this entirely depends on if his magic would count as "Truestrike" in UO terms or not. Which it's been long enough since I played S2 that I'm

on, but leaning no?
Loki (Valkyrie Profile) vs Axel (Disgaea 7: Vows of the Virtueless)
Yuri Hyuga (Shadow Hearts) vs Desco (Disgaea 7: Vows of the Virtueless)
Heavy
Ryu (Breath of Fire) vs Fellblade (Fell Seal: Arbiter's Mark)
Hunter (Final Fantasy V) vs
Timerra w/Ike (Fire Emblem Engage) - I suspect the P.dur is too much? But her damage, even with Ike, isn't exactly great, so I could be pretty easily convinced to switch votes. Not really thinking about this one too hard.
Samurai (Final Fantasy Tactics) vs
Virginia (Unicorn Overlord) - Samurai probably counts as "armored", but Blade Grasp would still be more Evade than it would Guard. However, there's just no way around a fatal Maiden's Hammer counter at some point.
Ike (Fire Emblem: Path of Radiance) vs Assassin (Fell Seal: Arbiter's Mark)
Middle
Raynie (Radiant Historia) vs Crystal (Cthulhu Saves Christmas)
Monk (Final Fantasy V) vs Setsuna (I Am Setsuna)
Ninetails (Pokemon Gen 4) vs Yahna (Unicorn Overlord) - This one makes me want to pull my hair out. Ninetails resists ice and has great SpDef and is absolutely faster...but Quick Cast means Yahna goes first and freezes. HOWEVER that only works for turn 1, and Ninetails will eventually double and get to act. Has to put up Safeguard, at which point Yahna swaps to magic missile for...slightly more damage(still hits that SpDef) until the Safeguard wears off. Does Ninetails have the HP to stage a comeback at that point? I have no idea! I hate everything about this fight!
Canas (Fire Emblem: Blazing Blade) vs
Glenn (Chained Echoes) - HUMAN KILLER to the rescue!? Between All Break and his own parasitic healing, I think Glenn handles this despite the counters?
Light
Frog (Chrono Trigger) vs Melodia (Bahamut Lagoon)
Palmer (Final Fantasy VII) vs Linny Barliar (Front Mission 3)
Meena (Dragon Quest IV) vs Gadabout (Dragon Quest III) - No. You can't make me actually think about this fight. I refuse.
Lucius (Fire Emblem: Blazing Blade) vs Azura (Fire Emblem: Fates) - Kneejerk, tbh?