Since graduating from Brown University in 1992, Rebecca Bliss has primarily worked in higher education, with a focus on advising, access, admission, and service-learning. After completing her graduate degree at Stanford University in 1994, she was a freshman dean at Georgetown University, the Associate Director of Foundation Programs and external admissions reader at Dartmouth College, and she spent five years as the sophomore and junior class dean at Dickinson College. Following her time at Dickinson, Bliss served for four years as an external reader at the Carleton College admission office. Earlier in her career, she worked for the Corporation for National and Community Service in Washington, DC, overseeing a portfolio of higher education grants and conducting site visits to dozens of colleges and universities around the country. In 2015, Bliss took a position at Brown University in the Alumni College Admission Program (ACAP), providing free college counseling to the children of Brown alumni. The ACAP program closed in 2019 after a 25-year run, and she has transitioned full-time to Premium Prep, a boutique college counseling company that works with students throughout the United States and internationally. Bliss also serves on the board of trustees at St. George's School in Middletown, RI.