Ted (S4) vs Jade (BoF1): Right. Jade's probably too durable even if Ted could heal or cast Judgement under Silent Lake. As he can't...
Kratos Aurion (ToS) vs Yuna (FFX): Played enough ToS to vote on this!
Jenna Angel (DDS) vs Wren (PS4): Bhairava may not be OHKOing outright initially... but Debilitate. And Wren can't press his offence through the form with it since he needs to heal then.
Heavy:
Nina Wyndia (BoF2) vs Yuber (S3): A bit faster, Eight Devil OHKOs.
Surt (VP1) vs Vulcanus (Disgaea): Vulcanus' damage isn't really much good at all. Also wins the speed tiebreak (goes first in-game, while Disgaea enemies go second) and... yep, scratching my head as to what you'd see Vulcanus doing better honestly.
Middle:
Peter (SF2) vs Karin Koenig (SH2): Overwhelms the regen.
Bright (S3) vs Lute (FE8): 2HKOs, gies first, and even slightly above average accuracy puts away Lute evade hype. Lute can't 2HKO back. EDIT: Bright's below average accuracy if anything, so yeah. Lute gets the needed dodge to survive two rounds, and four spells = dead dragon.
Guy (Lufia 2) vs Sara (BoF1): Limit healing is fairly simple to overwhelm. It never fully repairs damage, and this fight is way too long. Sara being faster doesn't help matters.
Canas (FE7) vs Nino (FE7): Luna. 2HKOs, Isn't 3HKOed. Without Luna it's a good fight, I intend to numbercrunch it.
Light:
Mia Ausa (Lunar:SSSC) vs Gepetto (SH2): Huh. Did not realise Gepetto's damage was that good.
Ricardo Gomez (SH3) vs Frank Goldfinger (SH3): Oh hell. See below!
Lowen (FE7) vs Spar (BoF2): Faster, isn't doubled, better offence, overwhelms healing.
Lani (FF9) vs Cyan Garamonde (FF6): Splat.
Ricardo has a 9-8. Ignoring recharge times for now. Frank does 48% to Ricardo six times, 40% otherwise. Ricardo regens 10% a turn. Heals 34%. 4HKOs Frank.
Ricardo opens with a Fated Day's End. Ricardo and Frank then generally swap attacking and healing for... a long time. Frank can make small headway, but not enough before he runs out of Fast Snowball.
After seven exchanges, Ricardo doubleturns. If, at this point, Frank has used five Snowballs and two physicals, Ricardo will be at 56% at the start of his double. He regens twice and gets to 36%, attacking both times. Frank attacks him once more, Ricardo finishes the job.
... granted, this could all change if it turns out Frank's crit rate is actually worth something. OK suggested not, and he's the Frank fan, so I'll take his word for it. Excellent fight.
Now I remember Doubles exist. Okay. <_<
Starting again! Shorter fight now at least, I... think.
Ricardo: Fated Day's End
Frank: Fast Snowball (48%, 38%)
Ricaro: Arc Cure (4)
Frank: Fast Snowball (52, 42)
Ricardo [can double]: Arc Cure (8)
Frank [ditto]: Fast Snowball (56, 46)
Ricardo: Arc Cure (12)
Frank: Double, kills. Well it's borderline, technically, but little things like Frank's crit rate!!! and Ricardo's regen rounding down give him this.
Well, what if Ricardo doubles earlier? He can't. Doubles are laggy; if he does double, for any reason, well... it won't be killing Frank, and Frank will then doubleturn, attack once, then use a double of his own, which is death regardless of Ricardo HP.
Only other option I can see is...
Ricardo: Fated Day's End
Frank: Fast Snowball (48%, 38%)
Ricaro: Fated Day's End
Frank: Fast Snowball (86, 76)
Ricardo [can double]: Fated Day's End -> Hot Blood... fatal! Barely! But it is.
So Frank avoids this by not attacking that last turn, but this just lets Ricardo heal and get the double he needs for next round.
SHORT FORM: Ricardo goes first, gets a double by turn 3, 4HKOs before being 3HKOed. Frank can avoid giving him that double by not attacking him, but this just means Ricardo gets his double one turn later, and Frank wastes a turn utterly since he has no buffs or healing.