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- Walter Robb, IV '71, President of Whole Foods Market
- Stuart W. Rockwell, former U.S. Ambassador to Morocco
- Franklin Delano Roosevelt III, economist
- George Emlen Roosevelt, financier and philanthropist
- Philip Roosevelt, banker
- William Donner Roosevelt, investment banker and philanthropist
- Emily Rutherfurd, television actress
Read more about this topic: List Of St. Mark's School (Massachusetts) Alumni