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This episode kind of suggests that the man evil!Shiro was waiting for is indeed Weissman.
If we take everything by frontal value. This would be the order of events?
Evil!Shiro waiting for Weissman at the roof -> Shot Tatara -> Evil!Shiro meets Weissman and aboard his ship -> Weissman did something to Evil!Shiro and he becomes the Shiro now -> Weissman dumps Shiro off the ship.
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