Godlike:
Profound Darkness (PS4) vs Kyogre (PKMN): Seems like its been mathed out, so yeah, Kyogre pulls an upset.
Johnny Garland (SH3) vs Tidus (FFX): *Grumbles about Ether Purge and all that*
Terra Branford (FF6) vs Hrist Valkyrie (VP2): Blocks Stone, Hrist misses a OHKO even with her PWS against average, Terra is clearly above average physical durability, so worse case scenario, just Drains. Of course, I allow Ultima, so...
TimeLord (SaGa) vs Tir McDohl (Suikos): Go first, Overdrive, spam Time Eclipse, Profit.
Heavy:
Riou (S2) vs Ershin (BoF4): IIRC, Forgiver Sign ignores Magic Resistance, so any argument Ershin has for surviving Forgiver Sign is good by.
Meliadoul Tingel (FFT) vs Lilka Eleniak (WA2): Need to see somethings first!
Ayame (S3) vs Crono (CT): Crono 2HKOs; as was noted, Crono practically never loses a fight when he 2HKOs (admittedly, the "Crono 2HKOs" is not a common thing)
Veronica Vera (SH2) vs Neifirst (PS2): Boss based off slugging vs. Boss based off status, gee, wonder what's better in this case...
Middle:
Harle (CC) vs Gadwin (G1): Status Gadwin out, I wanna say.
Eliwood (FE7) vs Oscar (FE9): Yeah, Oscar beats Eliwood in the areas that matter. Rapier vs. Mounted Lance user is really just an accuracy boost over Silver Sword, IIRC, and Durandal gets him doubled so...
Midboss (Disgaea) vs Chisato Madison (SO2): Chisato vs. a boss who is probably Middle Champ Material...
Jessica De'Alkirk (Lunar:SSSC) vs Boyd (FE9): Jessica's only damage comes from a counter able source, ick.
Light:
Jet Enduro (WA3) vs Nikki (CC): Speed and Evasion tilts this!
Nana (G1) vs Saradin (OB): I'm going to respect Saradin over a Grandia Boss for now.
Reis Dular (FFT) vs Arietta (TotA): Reis vs. a possible Puny.
Blank (FF9) vs Soren (FE9): I have no words; none.