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Not Conan. His reaction show he has no idea about that. Either Scar Akai or Subaru. I think it is Scar Akai, who need to communicate without voice to gain Jodie's trust. Subaru just there to investigate Scar Akai and still has no reason to expect any danger. Until he saw Chianti with her sniper rifle outside. That was after someone leave the note. And Subaru would not tell Jodie to blindly go outside and got shot. Conan is sorry because he can't tell Jodie Akai is alive.

Well, this is a mere theory not entirely liked by myself, but I do find it suspicious and too much of a coincidence. Remember the person who sat down during Gin's meeting with Shuuchi? who Camel ran to 'help' and thus destroyed the ambush... well I rewatched the episode and he, Kaneshirou Genichiro, the old mysterious person from the magicians magical mirror case ( the episode were Heiji was irritated by Kazuha's actions), and the Teitan school Principal. They look alike in matter of shape, skull structure, and body type. Two of them wore black glasses, three had canes, and two have 'female' assistants. It might be a coincidence, but still it is a matter to look at. Thought the 'person' from the ambush could be Vermouth as Anokata wouldn't go himself, maybe Anokata wanted to see Shuu for himself and also to look out for ambushes. Still it is a weak theory, but it needs more minds to make a call on the theory. * Though it also could be RUM, since Two had black glasses. And the 'person' had half face showing (hinting a damaged eye). Yet this theory too is highly unlikely but everything is possible.