Heavy
Strawman (Wizard of Oz: Beyond the Yellow Brick Road) vs Alfina (Grandia III)- *Mutters at CK for finding Heavy matches where Alfina wins*
Shulk (Xenoblade Chronicles) vs Billy Lee Black (Xenogears)- Well, shit, I need to go a lot of thinking on XB, but hey, this needs a vote! So...my gut reaction is that I see XB turns lasting like 6-10 seconds or something. So characters can generally squeeze a fair amount into a turn, but won't have great follow up turns. This plays well into matches like this since Shulk can buff. Shit...just so I'm not gut reacting on this, until I can figure something better out, I'm using 3 moves a turn. Super approximate damage average
Dunban/Shulk/Sharla- ~12K
Reyn- ~9,600 (Minus his buffs, which I would count in and are quite nasty)
"Seven"- ~10,000
Melia, Riki- ~9,000
Now...buffs aren't really in this. In a turn, Shulk can do is probably around 17,000. I...don't think that will cut it here. This is really rough, but hey, there's my voting basis.
Middle
Lita (Atelier Iris: Eternal Mana) vs Chloe Hertzog (Mana Khemia 2: Fall of Alchemy)- Lita is close to biting it to one Chloe attack, but I don't see Chloe with 69% damage, so she should still be able to take 2. Per Lita's average, 2 moves against her is the equivalent of 3 turns for Lita (Between the evade and the chance of Fast Attack, Lita has 75% of a getting in a free attack if the enmy needs 2 turns to kill. Giving Lita 3 attacks=Pale Wing and then Lita has borderline 2HKO damage (which is 2HKO against Chloe). So Lita should get in the raw attacks and take her out first. (Actually to make it worse, Chloe doesn't have a lot of recourse to Lita going airborne anyways).
Gildas W. Byrne (Tactic Ogre: Let Us Cling Together) vs Ekaru Hoppe de pe Tapeta (Breath of Fire II)
Light
Swordmaster (Bravely Default) vs Pikachu (Pokémon)- Double team works
Rubella (Child of Light) vs Kain Highwind (Final Fantasy IV)- I can't technically vote on this yet, for all that the few battles I've gotten into with Rubella and the way voting is going is telling me this is pretty clear.
Josh Kain (Phantasy Star II) vs Noel Chandler (Star Ocean: The Second Story)