Marshal Kesselring had the most insightful comment, Bevin Alexander explains (in How Hitler Could Have Won World War II), on Allied leadership in Italy:
The Allied high command’s dominating thought was to make sure of success, a thought that led it to use orthodox methods and material. As a result it was almost always possible for me, despite inadequate means of reconnaissance and scanty reports, to foresee the next strategic or tactical move of my opponent.