Henry VIII of England failed to have a war with the Holy Roman Emperor Charles V.
Henry VIII of England . Despite the influx of money from these sources , Henry was continually on the verge of financial ruin due to his personal extravagance as well as his numerous costly continental wars , particularly with Francis I of France and the Holy Roman Emperor Charles V , as he sought to enforce his claim to the Kingdom of France . The Italian War of 1542 -- 46 was a conflict late in the Italian Wars , pitting Francis I of France and Suleiman I of the Ottoman Empire against the Holy Roman Emperor Charles V and Henry VIII of England .