The Rebecca Blackwell Award was established in 2011, in recognition of Rebecca Blackwell, beloved and respected assistant head of school, middle school principal, language department chair, language teacher, and colleague, who served Dwight-Englewood school for forty-five years. During this time, Rebecca mentored many young members of the school’s faculty, supporting their endeavors to seek excellence. This award recognizes a member of the Dwight-Englewood school faculty in the early stages of their teaching career whose pursuit of excellence in teaching, commitment to life-long learning, and great promise reflect the passion for education that exemplifies the career of Rebecca Blackwell. The recipient exemplifies the pursuit of mastering the best in the arts and skills of teaching, a devotion to life-long learning about how students learn and demonstrates great promise to becoming a master teacher.

The Carskadon Award was established by two graduates of the Englewood School for Boys and the Dwight School for Girls, in memory of Thomas Carskadon, their father, who had served for many years as trustee of these schools.  The award honors full time members of the faculty who have taught here for at least three years and who have enriched the lives of their students and colleagues through their devotion to the art and skill of teaching.  This award is for excellence of classroom teaching not only as evidenced in the skills taught and materials mastered, but in the lifelong influences of the teacher on students. This award was started in 1989 for recognition of a faculty member who exemplifies ‘devotion to the art and skill of teaching’.  

The Williams Award for Creative Excellence is an award, established by Charles and Pam Williams, parents of Geoffrey, class of ’99, in memory of Charles’ parents who greatly valued education during their lifetimes.  The purpose of the award is to recognize a member of the faculty who demonstrates creative excellence in their discipline.  This award will fund the pursuit of creativity and innovation at Dwight-Englewood “knowing that there is no power greater than the power of a good idea.”

The Geralyn Kossmann Award, established in memory of Geralyn Kossmann, beloved nurse and assistant athletic director at Dwight-Englewood, is awarded to a member of the school faculty or staff in recognition of their special contributions to all aspects of the life of the school community over a period of years – a person whose contributions to the school most closely reflect Geralyn’s good will and spirit of giving that goes far beyond what is required. Each year a faculty or staff member is recognized and honored for “special contributions to all aspects of school life”.