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Stuart Cawthorn

Stuart Cawthorn

Stuart Cawthorn (February 20, 1977-November 19, 2018). 

If you are wondering if you ever met her, you did not, because you would remember. If you were her friend, you would remember her talking a mile a minute, her loyalty, her laughter, her sense of adventure, the feeling of knowing you had a friend for life. If you were her teammate, you would remember her athleticism, her work ethic, her sense of humor, the knowledge that your team was better with her on it. If you were her colleague, you would remember her brilliance, her energy, her mentorship, the confidence you had knowing she was on your side. If you did not know her, you missed out on a lot.

Stuart grew up in Richmond and loved many things about Virginia—she was a graduate of William & Mary in 1999 and the University of Virginia School of Law in 2002—but she was not one to be constrained by Southern traditions. She never lost a fight (verbal or on the field), loved playing, watching and discussing sports, enjoyed many a cold beverage and most certainly did not think she (or anyone) needed to live life according to someone else’s rules. Maybe it all started when her parents had a girl and decided to name her Stuart anyway.

Stuart’s athletic and academic accomplishments reflect the hard work she put into both. At Collegiate, Stuart graduated cum laude and was a member of the National Honor Society. She also played field hockey, lacrosse and basketball. In 1995 she was named Athlete of the Year and set a basketball team record for the most fouls ever in a season. As mentioned above, you wanted Stuart to be on your team. 

After graduating from Collegiate, Stuart was selected to play for the United States in the first International Federation of Women’s Lacrosse Associations Under 19 World Championship held in Philadelphia, Pennsylvania, in 1995. Representing her country was one of her proudest moments.

At William and Mary, Stuart was a James Monroe Scholar and a member of Omicron Delta Kappa. She played field hockey for two years and lacrosse for four. In 1999, Stuart was a captain of the lacrosse team and selected to the All-CAA team. When she moved on to law school, Stuart played softball and golf but her love was still lacrosse and she became an assistant coach of the UVa women’s lacrosse team.

After graduating from law school, Stuart moved to New York City to work as an associate at Skadden, Arps, Slate, Meagher & Flom LLP and then as Vice President, Mergers and Acquisitions Counsel, at IAC Interactive. Stuart loved living in New York but also loved escaping from the city to Greenport, New York. What began as a summer rental house quickly became a year-round retreat. Stuart loved sitting in the backyard with Mike, listening to country music, with a cocktail in hand and Doc at her feet.

We learned many valuable lessons from Stuart during her too-short life, among them: do not take advice from a man wearing short pants, if your toilet is clogged definitely do not call a plumber because a lacrosse stick can be used to unclog the clog, curse words can be used to great effect and, above all, love your tribe with all your heart.

Stuart will be missed by so many but most of all by her parents, Bill and Cean Cawthorn; her sister Ashton Cawthorn and Ashton’s fiancée Doug Repress; and the love of her life, her husband, Mike Chitwood.

And for the record, she did not lose her battle with cancer. Stuart never lost a battle. She was ready to meet her maker, we’re just not sure “The Maker” was ready to meet Stuart.

A Celebration of Stuart’s Life will be held at Providence, the home of Stuart’s parents, on July 6, from 2 to 5 p.m.

To honor Stuart, please consider a donation to Calvary Hospital ( or Long Island Bulldog Rescue (

posted 07.04.2019

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