Godlike:
Worker 8 (FFT) vs. Tir McDohl (S1): Tir's physical isn't horrid, but yeah no.
Terra Branford (FF6) vs. Barbariccia (FF4): A fight where Terra wants Ultima. Val's MEvade means Drain isn't reliable, so Weak + poke works sooner or later.
Nailah (FE10) vs. Edelgard von Hresvelg (FE3H): The combination of evasion and doubling is surely too much.
Velius (FFT) vs. Citan Uzuki (XG): Depends entirely on if I'm willing to squint and say Xenogears stop is enough akin to FFT petrify for Citan to cover that. Otherwise Citan is only getting one turn and that is not KOing Velius. On the whole... yeah, since XG stop wears off, I don't think they're similar enough for me.
Heavy:
KOS-MOS (XS) vs. Asellus (SaGa): Strong kneejerk. Asellus goes first and has ITE options.
Ernst (S5) vs. Summoner (FF5): Ernst needing three turns to win means Summoner gets two turns to land a fatal status. One is probably enough.
Tidus (FFX) vs. Geno (SMRPG): Tidus has an argument involving a somewhat shake 50% ID reistance armour and that actually working on Geno Whirl (i.e. it would have to be seen as 100% and not 254%, in FFX terms; either is possible). Needing both judgement calls makes me vote Geno. Tidus is not blitzing the puppet out with three Quick Hits.
Celica (FE:SoV) vs. Rufus (VP2): Rufus has no fire resistance, so he only wins if Stony Decree spam lands on turn 1. On the whole I'm inclined to vote against that unless someone feels more vulnerable than normal to status.
Middle:
Karsh (CC) vs. Kesaran Pasaran (WA4): Kesaran is just kinda bad against anyone who OHKOs him, unless they're super frail. I guess enough of Middle either misses the OHKO or is frail for him to not totally suck here, but Karsh handles him no problem.
Leehalt Alceste (WA3) vs. Stocke (RH): Uhhh think Stocke can probably win using little pokes and healing. Without doubleturning, he'll need to survive two Eliminate Scanners and one Rule of Vengeance between counters but his basic phyisical is probably bad enough for that, until he can set up for a KO. Just... ugh, his healing is worse than I thought, so he'll have to use it a lot between any attacks. So now I'm not sure. Wish we had more precise Leehalt notes because I think this one's close, actually.
Light:
Mustadio Bunanza (FFT) vs. Millich Oppenheimer (Suikos): Yeah there's no way I'm hyping Snipe enough to tilt the fact that Milich 4HKOs and Mustadio probably kills in like 9 or 10.
Peco (BoF3) vs. Labyrinthia Wordsworth (WA:XF): Lightning does 43% to Peco, so enough to 3HKO barring him stopping to heal. Labby is, somehow, faster. Peco isn't landing a status in time and he certainly isn't killing with damage, and healing just delays the inevitable seeing as Labby can cast Lightning 50 times or so.
Ricardo Banderas (XG) vs. Queen (S3): Rico 3HKOs, with maybe a slight chance of missing (Queen's not much of a dodger, though). Queen... 5HKOs, Rico pdur pretty legit. Queen has a 4-3, but not a 5-3. So the question is, do I think Rico misses once? This is where I rage against stat topics which don't list all stats because Rico's hit absolutely matters here. Absent such data I feel obligated to vote for him but I'm not particularly happy about it.
Boco (FFT) vs. Squire (FFT): Squire accumulates twice then starts 2HKOing. Once that happens Boco has to heal every turn, praying for counters, and loses when 10 speed doubles 9, which is either on Squire's 10th or 11th turn. Actually the healing gets overwhelmed around Squire's 8th attack anyway. So Boco gets two attacks, and around 4-5 counters (7 chances), and... 6HKOs. So I think, using the stat topic as written, Boco wins.
Having said all that? Boco should probably not be scaled against a bunch of PCs who aren't using accessories. If Squire gets to use Sprint Shoes, for instance, he has a 6-5, and wins on his 4th attack, with Boco having gotten two attacks and around two counters. Just about any other accessory would tilt this fight similarly. So I'm voting for Squire.