Twenty-five years ago, when his company SAP was a small German start-up, Hasso Plattner raced a Flying Dutchman in his spare time. On one upwind leg he found himself, while on starboard, forced to duck the same port-tack boat three times in a row. On the third such cross, utterly disgusted with the other sailor's brazen disregard for the rules, he refused to alter course and plowed right through his competitor's leeward rail, all but destroying the boat. Today, the billionaire CEO of one of the world's largest software companies admonishes his actions. Yet, his approach to his favorite pastime hasn't changed much in the years since, even though his yachts, and the costs of any similar rash actions, have grown significantly.