Game World > Overview > History > Best Managers
Shows how many points the top few have.
After the first league game I looked and you had 5 points (at the top) and quite a few others - myself included - had 3 points. For cider it says he's played 3 games - for that it includes the Champions League style game he played and I'm sure when we play in the cup it will include those in our rankings.
A quick search for "best manager" comes up with this and it does say how the points are given out:
http://www.soccermanager.com/help.php?action=loadarticle&aid=59
So for both of your games you won against a stronger team (worth 5 points each) and in both of mine I just won a game (presumably against a weaker side).