Thief (FF5) vs Rody (S3): Thief does 11%, Rody does 14%. Thief is 118% speed, Rody is 104%. Rody is 75% durability (probably lower since Custom Leather will raise the Def average), Thief is 89%. So Rody 7HKOs, while Thief 6-7HKOs. And is faste. Rody does have some evasion though. Thief... actually doesn't double Rody before the latter completes his 7HKO, so Thief either needs to 7HKO and make every hit or 6HKO and only miss once. Actually let's split the difference and say Thief 6.5HKOs, matters because his physical is two hits. He needs to miss at most once in 14 shots. I... think he can manage, and the possibility that he might only need 12 hits puts him over the top for me. Close, close fight.
Arietta ([Normal mode, final form] (TotA) vs Gobi (BoF1): Yeah, she 2HKOs with her limit move coming second. Gobi also 2HKOs but is slower.
Euram Barows (S5) vs Seifer Almasy [Boss 1] (FF8): Euram doesn't break defence, Seifer does even if it's a 20HKO or whatever. Both get curbstomped by anyone else in this section of the draw.
Healie (DQ4) vs Tony (XF): Tony 4HKOs while Healie has a near 3-2 and seven shots of healing. Does have to worry somewhat about counters, though. Healie can get in about three attacks per shot of healing... plus some more at the end, but less some due to counters? So 20ish attacks or so. Does he 20HKO Tony? Well... at listed stats, no. Super claims Healie averages 3 damage, which would do it... but I dunno, both Tal and the boss notes have Healie struggling to break defence. He probably does 3 to below average def enemies but averages below 3 overall, and even 2 isn't good enough. Both could potentially win with lucky criticals but meh.
Mukumuku (S2) vs Rufus Shinra (FF7): Muku is pretty good for this division.
Mariel (ACF) vs Frederick (FE13): So's Fred, while Mariel only has a good fight with Euram.
Caitua Pavel (TO) vs Pidgey (RBY): Catiua 2HKOs, Pidgey 3HKOs. Catiua wins this if you let TO bosses come in with a bunch of MP probably but I don't. The fact that Pidgey 3HKOS with an initiative move makes this even harder for her. HOW IS PIDGEY 3HKOING ANYTHING, it like 10HKOs average.