Not really a bug - but quite annoying:
When I try to advise a user, and it takes much time for him to look up settings or follow instructions, it is possible that the last answer from the user appears only a few seconds before the acvice sessions times out. I have no chance to tell him my next advice because the session timed out - it is not reset on his last answer.
My only walk-around: I \"/tell\" him my last answer. But this way, the advisor is not anonymous anymore.