I took another look at the wikipedia entry [1], and it's inconclusive. Hitler had tipped his hand in Mein Kampf by describing war with the Soviets, and the Germans needed the oilfields at Baku, so completely avoiding war might have appeared impossible to Hitler. If one accepts that war was inevitable, then it probably was better sooner than later from the German standpoint: the Soviets began upgrading their tactics in response to Germany's from the first German action in the war, so the Soviets were becoming stronger adversaries. On the other hand, German observers with cooler heads could see that the odds of success were low and the action was foolhardy. But then, why pick on one aspect when the entire war was foolhardy?

[1] http://en.wikipedia.org/wiki/Operation_Barbarossa