It's a point of milestone leveling for some people. One may also want to have a milestone simply to bring everyone up to appropriate level for the next phase of the campaign, in which case it doesn't really matter if someone got there a session or two early, or the milestone may simply be a very important story point and natural point for the characters to get a pile of XP. Obviously this last point might also be filed under "overcoming obstacles" but sometimes the big character defining moments are ones of failure.I don't understand mixing milestone xp and individual awards. Isn't the point of milestone XP that everyone levels simultaneously?