Rachel Skiffer graduated magna cum laude from Harvard-Radcliffe College and earned a J.D. from Harvard Law School, where she was the coordinating editor of the Harvard Law Review. She worked for management consulting firm McKinsey & Company in New York and Chicago, and later practiced commercial real estate law with firms in Chicago and San Francisco.
She began her career in education in the admission and financial aid offices of Harvard and the Latin School of Chicago (IL), and later served as the director of admission and financial aid at San Francisco University High School (CA). Rachel is currently the dean of policy & strategic planning at Phillips Academy (MA).As of July 2, 2018, Rachel became the head of school for Khan Lab School.