This website collects cookies to deliver better user experience. We collect cookies to analyze our website traffic and performance; we never collect any personal data. This website uses cookies to ensure you get the best experience on our website. By continuing to use this website, you consent to our use of these cookies.

Gretchen Thompson


Here’s a sport’s trivia question for you: What does former NFL football player Michael Oher have in common with Gretchen Thompson?

Answer: Both have been inducted into Memphis’s Briarcrest High School Athletic Hall of Fame—Michael Oher, a Super Bowl Champion offensive lineman in the NFL, whose life was depicted in the movie The Blind Side, and Gretchen, a five foot three “mighty-mite,” known for her friendly competitiveness, love of the game, and spirited leadership. Through their individual talents, both brought something special to Briarcrest and its athletic program. Many years removed from high school, three themes have remained consistent in Gretchen’s life: a sense of play, positive motivation, and leadership. Each led to her high school success as a student-athlete and propelled her rich teaching, coaching, and administrative career.

Gretchen joins the York Enrollment team with 25+ years of experience in both teaching and leadership in independent schools. Most recently, Gretchen was the Head of Middle School at All Saints Day School in Carmel, where she managed all operations for grades 6 through 8. Prior to her time at All Saints, she was the Assistant Head of School at The John Thomas Dye School in Los Angeles and Head of Middle School at the Ensworth School in Nashville. In both roles, she was responsible for scheduling, budgeting, faculty evaluation, and student support. At Ensworth and John Thomas Dye, in addition to her other leadership duties, Gretchen worked closely with the admissions department to help plan, organize, and execute admissions events and provide parent education. Additionally, Gretchen is an accomplished mathematics educator, serving as the math department chair at three schools. 

With her leadership experience, Gretchen brings a wealth of insight into school culture and a deep understanding of building relationships with students, families, and faculty alike. As one of her former colleagues observed, Gretchen puts students first—she is also hard working, empathetic, and a great storyteller.

York School

9501 York Road
Monterey, CA 93940
Phone: 831-372-7338
We inspire and prepare a diverse community of creative, independent thinkers.
Since 1959, York School has created an exceptional college-prep experience for our youth: inspiring them to develop intellectual curiosity; challenging them to create and try new things; and preparing them to be passionate contributors in college and in life.