After graduating from Bowdoin College in 1991 and gaining experience in the business world, Ray landed at Choate Rosemary Hall. At Choate he had a distinguished 23-year career, all in admission. His travels across the country and abroad as an admission representative have given him a depth of perspective on education that he cherishes. He also served in multiple roles on campus including coaching, dorm advising and several committees. He spent the last 14 years as Director of Admission and Financial Aid. In Spring 2016 he was honored to win Choate’s Johannes Van Straalen award for distinguished teaching, given by the Choate student council.
In 2004, Ray completed his Master’s degree at Wesleyan University, where he furthered his knowledge in applicant assessment through his study of psychology and assessment tools, including Dr. Robert Sternberg’s “Successful Intelligence.” Along the way, he gained national recognition for his work in assessment and innovative practices, giving presentations around the country as well as internationally. In 2014 he was honored with SSATB’s Bretnall award for significant contributions to the admission field.
Mr. Diffley has served as Chair of SSATB’s Think Tank on the Future of Assessment and Co-Chair of the development of the Character Skills Assessment while implementing unique assessments in the Choate admission process that sought to go beyond GPA and test scores. Ray’s admission passions led him to a seat on the Board of Trustees of AISAP where he pursued raising the bar on all aspects of the role of an admission professional. In July 2016, Ray formalized his role with AISAP and now serves as Director of AISAP’s Center for Admission and Enrollment Management Leadership.