Jeremy Rosenholtz is an American educator, administrator, and writer whose career in independent schools spans more than three decades. His professional life reflects a steady commitment to English education, student development, and college guidance. Rather than pursuing rapid advancement, his path has been defined by consistency, responsibility, and long-term service within academic institutions across the United States.
Raised in Laramie, Wyoming, Jeremy developed an early interest in reading, writing, and thoughtful inquiry. These interests shaped his academic direction and later influenced his approach to teaching and mentorship. His early experiences helped establish a foundation for working closely with middle- and upper-school students, emphasizing clarity, discipline, and respect for learning.
Jeremy Rosenholtz earned a Bachelor of Arts in English from Amherst College in 1991, graduating Phi Beta Kappa and receiving an Amherst College Merit Fellowship for graduate study. While at Amherst, he competed in national-level debate and placed tenth among American teams at the World Debate Championships in Scotland in 1990. He later completed a Master of Arts in Teaching in English at Smith College, focusing on literature, pedagogy, curriculum development, developmental psychology, and learning differences. Additional coursework at Teachers College, Columbia University, and participation in the Klingenstein Summer Institute Fellowship further prepared him for leadership roles in independent schools.
His professional career began in publishing as an assistant editor at Penguin Books in New York, where he managed projects from acquisition through publication. He soon transitioned into teaching, beginning his career in education at St. Andrew’s School in Florida. There, he taught English and founded the school’s Speech and Debate program, which earned national recognition within a few years.
From 1997 to 2014, Jeremy Rosenholtz worked at the Ethical Culture Fieldston School in New York, serving as an English teacher, college counselor, middle school team leader, dean, and trustee. During this time, he cofounded and directed the Fieldston Summer Service Institute, an academic and service program for underserved students in the Bronx that was featured in The New York Times. Later roles included a teaching appointment at Phillips Academy and service as Director of College Guidance at Newton Country Day School, where he also taught English and oversaw senior projects.
Outside his professional responsibilities, he contributes quietly to educational and environmental initiatives. Jeremy lives outside Boston with his wife, two daughters, and a Golden Retriever. In 2024, he published his first novel, Your Biggest Fan, which received favorable reviews and national recognition.