That was a lot of reading :P.... I like the idea of milestones and courtesy limit.  In my mind, considering my current character it seems like a good idea.  We all do have to consider that with the courtesy post, if we are interacting with other characters we do need to set up a post rotation between said players... This is also where multiple threads come into place and also logging where the event is taking place.  This is just my thoughts on it.