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Keep in mind, I'll probably update that post with new ideas. Right—let's see... Maybe Shinichi/Conan and Shiho/Ai have an agreement—maybe she's agreed to tell him a certain thing or two about the BO (and he insisted she not tell him the obvious that he could've deduced—rather, he's looking for specific points of information he can actually act upon, if not in a manner befitting Reunion with the Black Organization (238–242/176–178) or Contact with the Black Organization (380–383/309–311), then in close range. In return, Shiho/Ai will either want in on his action (like in Reunion), perhaps because because she'll tell him about info relating to APTX, or she'll want him to have a cool down period of not going after the BO, after the action is over, and will punish him by lengthening his wait for info should he get too zealous, for her taste. Alternatively, Shinichi/Conan and Shiho/Ai could have a bi-weekly or monthly competition—it can be about anything (including masquerading as a school project, even), and the winner will get what they want, in terms of getting and using information to take action against the BO. So, naturally, Shinichi/Conan will want to do just that, should he win. Should Shiho/Ai win, however, he has to back off, and tell her about all the things he did behind her back (especially given his lack of communication with her, post-Kir arc, and especially post-Mystery Train (post-818–824/701–704)). Of course, either Shiho/Ai will not know who the Boss/Anokata is... or how about this? Maybe she has some idea—some stories to tell—that Shinichi/Conan can then deduce the Boss'/Anokata's identity from... and like with what she told him about Rum, it may not be enough info to figure out who they are, on its own... but it would be more for him (and us) to go on than ever before.