Of all the mega-success machines who roam the annual Allen & Company conference in Sun Valley—the tech titans and Hollywood executives, the politicians and TV personalities, the investors and bankers—the most curious and intriguing cohort are always, in my view, the sports owners and commissioners: Roger Goodell and Robert Kraft, Adam Silver and Don Garber, John Henry and Bill DeWitt. Though quite distinct from one another in stature and temperament, they move around the village grounds with a similar, unmistakable self-confidence, comfortable in the knowledge that they are gatekeepers to the media industry’s most coveted and enduring asset: live sports.