Therion (Octopath Traveler) vs Camilla (Fire Emblem Fates)
Therion's dropping that Incidental Attack passive vs. Fire Emblem fighters!
Hmm... if Therion tries to wait until turn 3 for ez overkill, checking the math, even debuffed by Shackle Foe Camilla should narrowly kill Therion with 2x Silver Axes (into WTD, Therion will unusually voluntarily equip a Sword vs. Swordbreaker) + a Savage Blow. Therion could equip for evasion and use a dagger, but I'm a little queasy hyping it as turn 2 since the rest of the cast could as well. Okay, option 2 is Armor Corrosive -> HP Thief. Therion would like it if you let the boosted HP Thief be doubled rather than having the double be unboosted... hrmm, that kind of "efficient" effect does happen in-game with broken enemies I suppose. But nah, that doesn't work because without Camilla Shackled, Therion is eating way too much damage on the counter in the middle. Option 3 is to skip Armor Corrosive and use Shackle Foe instead... nah, Therion loses way too much damage if he does that and won't come close to killing Camilla, even if he's allowed to double with the boost.
So yeah, Therion has a few ways to Almost Win, but think that only hyping an evade setup will do the trick for him. Maybe against really inaccurate fighters but Camilla's fine on that.
Middle
Tressa Colzione (Octopath Traveler) vs Jean (Lunar 2: Eternal Blue)
Jean's clone thingy will be eating through Sidestep uses, and Tressa will eventually eat magic-typed Paralysis. Stat topic hypes it as 4 turns? That's surely enough time. (8PT characters are kinda interesting in that non-fatal status can result in them waking up with a ton of BP ready to burn, but I assume Jean can finish the job before she gets Bifelgan's Bountied.)