Gregory Tolles Smalley ’94

Greg, a lifelong resident of New York City, died July 19, 2022.

He was born Aug. 2, 1972, to Patricia Tolles Smalley and David V. Smalley and raised in New York City and Larchmont, N.Y. He attended St. Bernard’s School and Trinity School in New York.

He studied theater at Princeton and enjoyed acting, directing, and writing. He was the author of several poems, essays, and a one-act play titled “Egg Cream,” which was produced in New York City. He was at work on a dystopian, baseball-themed novel at the time of his death. He spent many years living and working in Ecuador, as an administrative assistant at The Episcopal School, and part-time clerk in several bookstores.

Greg was a lifelong competitive sailor and spent summers racing and winters frostbiting out of Larchmont Yacht Club. He ran marathons, loved dogs, and was an active social fixture in his beloved West Village neighborhood.

Greg had a wry sense of humor, enjoyed vigorous debate, and was always welcoming, gracious, and of service to his family, friends, fellows, and strangers. He was a devoted son, brother, uncle, nephew, cousin, godfather, and friend.

Greg was predeceased by his mother. He is survived by his father, Dave; brother Brian and his wife Susan; and nephews William and Nathan. His family, friends, and everyone who knew him will miss him greatly.