The fact that no WMDs were found, and that almost three thousand of "America's finest" have been lost he describes as "not encouraging".
One just doesn't know what to make of this. A remark like this, not written down but said in answer to a question, could be passed over as another grammatical gaffe of the President's. He makes so many of them.
But this was in his written, prepared remarks.
Imagine having lost a loved one, and the Commander in Chief calls it "not encouraging".
Tragedy would have been a much more appropriate word.
But then, things are getting less and less appropriate.