Rupp, a three-time Olympian making his Boston debut, was 21 seconds behind and Japan’s Suguru Osako was another 30 seconds back. The league’s managing director of operations, experienced soccer executive Amanda Duffy, presided ov. When things don’t go as planned, he’s in the forefront. His first 30 days have been about “observing, discussing and collecting information,” with much time spent in the air and behind the wheel of a car.