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Rachel Skiffer is the current Head of School at Head-Royce School. Prior to their current position, they served as the Director of Admissions and Financial Aid at San Francisco University High School from December 2009 to December 2012. Skiffer has also worked as an attorney at Kirkland & Ellis LLP and Heller Ehrman. In addition, they served as the Associate Director of Admissions and Financial Aid/Financial Aid Consultant at The Latin School of Chicago. Skiffer began their career as an Undergraduate Financial Aid & Admissions Officer at Harvard College before working as a Management Consultant at McKinsey & Co.

Rachel Skiffer has a JD from Harvard Law School, an AB from Harvard University, and diplomas from Lowell High School and Katherine Delmar Burke School.

Some individuals on their team include Mantra Robinson - Director of Advancement, Naoko Akiyama - Interim Director, Equity & Inclusion, and Lea Van Ness - Lower School Head.