Hugo vs Luca: Yeah this is straightforward.
Hugo vs KOS-MOS: It feels like KOS-MOS absolutely needs both S-Chain and X-Buster to be 1-turn moves here, which isn't actually possible. Even then WoS might ruin everything.
Hugo vs Red: Good news for Hugo: he's faster. Bad news: he only 3HKOs while Red 2HKOs. And Red has some evasion. Healing Wind just admits a lock.
Hugo vs Clarissa: Faster, which makes Sacrifice suck.
Hugo vs Xenobia: 5 healing winds? Yeah that ain't cutting it here, Xenobia's only slightly less durable than Ghaleon.
Hugo vs Garai: To win this, Hugo needs (a) Yellow Scarves to immune slow (although CC slow kinda sucks so maybe not), (b) to 3HKO, (c) to doubleturn with a 9-8 turnsplit before running out of 5 Healing Winds.
Hugo vs Warrior (FF3): Oh good, the evade-reliant showed up.
Hugo vs Edge (FF4): And again. Hugo immunes most of Edge's status to boot.
Hugo vs Fujin: Hugo's opening physical does too much damage, Fujin can't slow him down enough from there. Also, friendly reminder that Fujin is much slower than Ultimecia since people seem to like to imagine the reverse.
Hugo vs Vayne: More evade.
Hugo vs Jack: Faster, WoS then 2HKO.
Hugo vs Kika: Faster, WoS then 2HKO.
100 initial CP for now.
Estelle (Trails) vs Luca: Heal-locks pretty effectively.
Estelle vs KOS-MOS: Estelle can block blind, thus letting her win with two spells and an S-Craft? The question is what sort of stat hit that inflicts. I have no idea. If she doesn't block blind then one of her two Blue Impacts are missing on average. Estelle can't really afford to lose much damage or durability here. edit: okay, she can afford a 1% hit to her physical durability.
Estelle vs Red: Has a heal-lock (with low-cost moves) and is faster
Estelle vs Clarissa: Boom.
Estelle vs Xenobia: Estelle can block petrify and heal/win on doubleturns? Eh, no, her EP supply is too low for that.
Estelle vs Garai: Fast and durable enough.
Estelle vs Warrior (FF3): Just plain OHKOs surely, Warrior is a monster. If for some reason I'm wrong, is faster and heal-locks with a non-advance physical, isn't OHKOed. Advance damage penalty only applies for part of the round (I believe it's after it is used, not before, but I forget for certain).
Estelle vs Edge (FF4): Blocks sleep and confuse both if need be, has better damage regardless of any stat hit I can conceive of this game having.
Estelle vs Fujin: Not terribly high Fujin respect these days.
Estelle vs Vayne: Just tanky enough to survive Estelle's nonsense. Estelle not tanky enough to survive Vayne's nonsense.
Estelle vs Jack: Probably Jack but conceivably Estelle if the stat hit from her statusblockers is minor. EDIT: No, Jack's durability is worse than I thought; average physical and notably below average magical, so Estelle just one-rounds him.
Estelle vs Kika: 2HKOs, just survives an Estelle turn thanks to decent Def.
Raquel vs Luca: Think I agree with Snow here. Luca would take it without the ITD nonsense though.
Raquel vs KOS-MOS: S-Chain makes Raquel kinda suck. Ether Limit X-Buster also just OHKOs, I think?
Raquel vs Red: Yeah, he should just manage the 3-2 and 3HKO. Gets mangled horribly if Raquel counters but... mm. No, even with Morrigan Brand, not too inclined to respect that.
Raquel vs Clarissa: Nope.
Raquel vs Xenobia: Yeah no, Xenobia is too damaging to get outslugged by def-nerfed Dragon Edge.
Raquel vs Garai: Garai doesn't even 3HKO here (he is all physical, also slow is a 17% speed cut attached to an even worse damage move and isn't even that accurate, whoopdedo), nor does he instant double. Not sure where on earth the hype is coming from here. blah blah blah Dragon Edge assuming she doesn't just outright 2HKO.
Raquel vs Warrior (FF3)
Raquel vs Edge (FF4): Sure I'll buy Snow's argument.
Raquel vs Fujin: Raquel doesn't like blind much. And Raquel is taking a stat hit to block sleep.
Raquel vs Vayne: Limited resources against Raquel's Dragon Edge 2HKO. Nope.
Raquel vs Jack: eh sure
Raquel vs Kika: Raquel against pure physicals tends to end well for her.
Hugo 8-4
Raquel 6-6
Estelle 4-8
Red, Xenobia 3-0
Luca, Clarissa, Garai 2-1
KOS-MOS, Warrior, Fujin, Vayne, Jack, Kika 1-2
Edge 0-3