Magus (Chrono Trigger) vs. Purim (Secret of Mana) - Making Magus break his own shields is pretty funny, yes.
Tibarn (Fire Emblem series) vs. Shania (Shadow Hearts 3)
Magus (Chrono Trigger) vs. Tibarn (Fire Emblem series) - FE9 loses, but FE10 seems like he should get at least 3 turns -> 6 attacks against the countery form for a pretty likely Tear (~75% chance?), and the second form won't live long enough to resolve Dark Matter...
Magus (Chrono Trigger) vs. Shania (Shadow Hearts 3)
Purim (Secret of Mana) vs. Tibarn (Fire Emblem series) - Movement range works for me.
Purim (Secret of Mana) vs. Shania (Shadow Hearts 3) - I don't think Shania OHKOs even if she's seen as blocking Engulf?
Heroes
Maria Traydor (Star Ocean 3) vs. Guy (Fire Emblem) - Going against the grain on this one. Maria's shots are ranged, Guy loses the movement range tiebreak, and Maria will get at least 2 turns to land some nasty paralysis. Fine, 1 misses, but the 1 that hits should still be T1 paralysis vs. Guy Res. (Close match though, just being a bit contrarian.)
Maria Traydor (Star Ocean 3) vs. Angelo (Dragon Quest VIII)
Guy (Fire Emblem) vs. Angelo (Dragon Quest VIII) - Yeah, Angelo isn't really set for Heroes. In my defense (I nom'd him) he had a losing record in the old DL Heavy and was below the median in scores, but I think that might have been just bad luck - above average speed, full-healing, and 3 different spoiling games (instant death, blind, & bounce) makes for a pretty terrifying package in High Middle / Low Heavy. I guess Lawfer might have won given sufficient VP status defense hype? That's about it, though.