ahoodedfigure wrote:
How picky are these criteria?
DISCLAIMER: Answer from the game designer and I'm not biased at all!

My wife and I are both engineers (and I'm a computer programmer too), so we think in pretty logical "legalese" and tried to write the criteria to be as unambiguous as possible. There's lots of "X is to the left of Y" and "X is bigger than Y" and "There are at least six Xs" and "There are no Ys visible", etc.
That said, there is a specific section in the rules dedicated to folks like us who like to argue and nitpick. :-) As an artist, you are encouraged to watch as your drawing is being judged and speak up when you don't get a point you think you should. You are free to argue your case to the person scoring your picture and if they still don't agree, the matter is opened to all the artists (but NOT the Portrayer) to view the drawing (but NOT the actual image on the card), debate the logical meaning of the criteria, and then vote whether the criteria has been met or not.
This isn't something that happens more than once or twice per round in games I have watched people play. But when it does occur the social interaction that occurs is generally a positive aspect of the game.