Yet of course that does have everything to do with secrecy, just think about it. Ask yourself this: in the first case, when you answered "no", could that information be public? If you haven't seen this yet, imagine the following scenario. caveman1917 is alerted in private that he is among the winners, so he increases his expectation on N (by an amount that actually depends on what your original expectation was), which is also why the correct answer to that question is indeed "yes", as we all know. Obviously, this is secret information, or the answer will change (if you are allowed to tell everyone, and yet you hear nothing from anyone else, what does that tell you?). So yes, it really has to be secret to increase your expectation on N. However, if the next day there is a newspaper headline that announces to all "caveman1917 is among the winners", then your information is no longer secret. Guess what happens to your expectation on N?
As has been pointed out above, it's not so clear what happens to your expectation on N, it depends on why the newspaper announced you. But for whatever you take as the reason the newspaper chose you (maybe you are the brother of the editor, or maybe you were randomly chosen to be announced first, these all make a difference), the key point is, it will now be common knowledge-- all your secret information is now gone. So what you can be sure of, even though you seem to deny it, is that your expectation on N must be the same as everyone else's, even people who are not even involved in the drawing at all. So I repeat: there is never any situation where "you being you" allows you to reach any different conclusions, there is only secret information, and public information, and that's all that matters for anyone's expectations on N.