Another excellent write up Rakai. Whenever I get a chance to read your recaps I feel like I really slip into whatever's going on. Excellent read. Now, I missed seeing what the vote tally was on the last match so I thought you had just caused the match to be a draw for dramatic effect. I can't believe it ended in a tie. I actually thought Donatello was in trouble when his staff was broken. Anyway, great set up.
Now, to this match itself. I will thank Pizzaguy for saving me some legwork in looking up some comparisons, especially for Terry. Since there was some debate on the KOF 99 ending (because honestly, I think we are understating having a building fall on you. There is a big difference between large amounts of material and debris burying you ala spider man vs having some rocks fall on you. I actually watched this video to see if I could judge it myself and was left with more questions than answers). I will just say that Terry's Ki might provide him with some incredible durability for a certain period of time, but his base durability is probably below that of Leo.
With all that being said, I think it really comes down to how effective those crazy moves are. Glancing over at some Terry wikis it looks like he is able to perform "power geysers" as well as form small level tornados (Senpukyaku)? I know the turtles have faced some crazy opponents but this seems like quite a task in a one on one setting. I am leaning towards Leo simply because of his superior durability as well as the weapons he has on hand, but I could see Terry putting a lot of pain on anyone with moves like the Buster Wolf.