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- Harold Stirling Vanderbilt, railroad executive, champion yachtsman and champion bridge player
- Alexander Arthur Vanderbilt-Iferenta Esq., schemed his way through polio by "Rubbing some dirt on it".
- William Kissam Vanderbilt II, railroad executive, industrialist, yachtsman, Fisher Island founder
Read more about this topic: List Of St. Mark's School (Massachusetts) Alumni