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-I definitely think he's got Typhlosion and Togetic, Kris has Meganium and Silver has Feraligatr.
-Most likely the red Gyarados.
-I like Scizor and Umbreon for the reasons already mentioned and also because they represent the new types in his debut gen.
-The last spot is up in the air, Tangela/Tangrowth completes the Fire-Water-Grass set and he is mentioned to own a Tangela. Ampharos and Donphan are also reasonable choices. I don't think he'd use shitmons like Noctowl in his final team, Red probably also Caught Pidgeotto, Butterfree, Raticate etc but only used the Strongest mons in the end.