Named Awards

Marco and Elena Caggiano moved their young family to Westport in 2014, in pursuit of the same wonderful experiences Marco had growing up in Westport. As a 1989 graduate of Staples High School, Marco cherishes the education he had in the Westport Public Schools and was a one-time recipient of a Staples Tuition Grant award himself. The Caggianos strive to give back to their community through public service and hope to help students pursue their academic dreams through this scholarship.

“Gus” was a devoted son, brother and friend at Staples High School and at Providence College. His gift in this life was making others happy. He was a kind, old soul who had an incredible ability to make people laugh, to boost their confidence and to ensure that nobody took themselves too seriously. He was motivated by bringing joy to others. We hope his memorial scholarship will help others develop their passions, remember his kindness, and continue his legacy of love and laughter.

Richard was a devoted father of five and a Princeton University and Harvard Law School graduate. He was also a supporter of education and academics in Westport, at all levels and in all ways.



Andrea and David Cross are grateful for the quality of education that their two sons received through the Westport Public Schools, as well as the range of extra-curricular opportunities available at Staples and in town. Through this scholarship they wish to support students as they pursue their educational goals, especially those who have been active in a faith community or otherwise engaged in service to others.