Anna Freud was a pioneering psychoanalyst and the daughter of Sigmund Freud, known for her significant contributions to child psychology and psychoanalysis. Her work helped shape modern understandings of child development and the human psyche. Anna Freud’s intellectual legacy intersects with the Gilder family’s deep engagement with the arts, culture, and progressive thought during the early 20th century. Her long time companion and assistant Dorothea Burlingham (Louis comfort Tiffany’s daughter) Travelled through Europe’s and were close to her sister Louise comfort Tiffany who married Richard Watson Gilder’s eldest son Rodman Gilder While Anna Freud did not have a direct family connection to Four Brooks Farm, her association through the broader cultural and intellectual circles connected to the Gilders highlights the importance of psychological and cultural advancements within the social milieu Helena de Kay Gilder and Richard Watson Gilder influenced. Anna Freud’s pioneering research complements the Gilder family’s commitment to fostering intellectual exploration and social reform.