Jusis Albarea (Trails of Cold Steel) vs Umi (Cthulhu Saves the World)
Pyro, I asked this before, but do you recall how much Cute Pose helps Umi's damage? It's probably enough to OHKO average post-insanity since she's at 7500 / 8600 killpoint from your stat topic. Anyway this does require seeing Umi's special stun as also disabling evasion, but sure, that seems reasonable. If she can't OHKO then a perfect evade game shuts her down since she can't actually chip and only has her killer stun turn. (Okay, she has some really horrible water magic apparently, but... not gonna fly.)
EDIT: Looks like Shining takes another scalp.
Ryogo Kusama (Front Mission 3) vs Worker 8 (Final Fantasy Tactics)
Uh, Ryogo has counters and evades W8's counters, but he's also slamming into W8's free Protect. Probably W8?
EDIT: Apparently not, see below.
Middle
Yulie Ahtreide (Wild ARMs 4) vs Xander (Fire Emblem Fates)
Hmm. Yeah, don't bother with Quicken. If Yulie can manage just one single dodge - and Xander is using Siegfried here so he doesn't nuke his own SKL, which is listed at 87 Hit - she can use the turn to move to an elemental hex, then Quicken, then use MT summons on her free turns that evade counters and also hit GK Xander's weak resistance. That said, a Chivalry crit would be fatal here even through Protect presumably, and 9% isn't a bad rate when Yulie is waiting for ~13% dodge, and then will need some more turns afterward... unless Yulie has some sort of good "luck" or crit defense stat?
Light
Squire (Final Fantasy Tactics) vs Orochi (Fire Emblem Fates)
Ubersquire wins thanks to Aegis Shield at least?!