
Kate Caspar
Senior Private Counselor
- Thirty years inside independent schools, including as Associate Head of School at Winsor
- Former Director of College Counseling at Westminster and Academic Dean at Pomfret
- Sees the whole arc, having overseen academics from grade five through twelve
- Deep knowledge of NESCAC and selective liberal arts colleges
- A Stanford graduate, former collegiate athlete, and former Assistant Athletic Director
Kate spent thirty years inside independent schools, most of it in senior leadership. She understands how the pieces of a student’s record fit together over many years, and how to build toward selective admissions without losing sight of the child in the middle of it. Families new to the process find her especially steadying.
Recent articles
- Caltech Supplemental Essays 2026-2027October 19, 2026
- Test-Optional vs. Test-Blind: Decoding College Testing PoliciesOctober 15, 2026
- NYU Supplemental Essays 2026-2027October 3, 2026