Winner's bracket
Team Dragon Sandbags vs. Team Darkness
Guv (no Call Team), Angelo (DQ8), Cristo (DQ4) vs. Cthulhu (CStW), Athos (FE7), Sierra (S2): As above, Cthulhu comes in with the Insane Sword (enemies take 50% more and deal 20% more). Angelo goes first. Bounce is useless, his boosted damage still scares nobody. I think Kathwack is his only good option, but on average Sierra will live, and KO him and Cristo at minimum. That's game, even if you allow insane people to revive (I forget if they could; I know they can't heal). It's a better match if you see Sierra failing to KO, but even then... if we assume Cthulhu lives, he OHKOs Cristo and Athos damages Angelo with Nosferatu. Even if Angelo lands Kathwack again I'm not sure this team can win since Athos can finish him off and isn't going to be soloed; if he goes for Kazing then Athos finishes him off and Cthulhu kills Cristo again.
Team Here Comes the Sun vs. Team Boom
Ho-oh, Groudon, Exeggutor (Pokemon; No Mega Forms) vs. Jowy Atreides (Suiko1), Lyon (Suiko5), Geno (SMRPG): Exeggutor goes first and... Lyon/Geno are gonna resist sleep, so sleep on Jowy. Geno goes next, and boosts Lyon. Lyon... is now tanky enough to survive the sunmons' crap, and can KO Groudon and Exeggutor with her MT. Even though she goes last, she nulls fire and halves everything else so the pokemon can't do much to her, or recover from this.
Loser's Bracket
Team DRAGONS vs. Team Speedrun Special
Zog (BoF1), Sara (BoF1) and Ryu (BoF1) vs. Jeremy (WA4), Tidus (FFX), Jet (WA3): Zog is getting a turn and kills Jeremy and Tidus in one hit, Jet dies to anything else.
Team Clones vs. Team Boss Rush
Chaz (PS4), Claude (SO2), Cress (ToP) vs. Lassic (PSes), Marcello (DQ8), Jenova (FF7): I had a lot to say here about whether Jenova and Marcello could down Claude and it had a lot of math to back it up hinging on exactly where people see Marcello's and Claude's speed. Then I looked at Cress' stat topic entry and I realised that he nulls every element used by the enemies in this fight except for Marcello's basic physical, Marcello isn't lasting long enough here, and he'll need two turns after Chaz dies (who can heal him) to actually kill Cress, at minimum, then Cress solos.