Sydney Montgomery

Sydney Montgomery

Sydney Montgomery is the CEO of Outline It, Inc., an edtech software company that aims to close the equity gap in education through writing. The daughter of military parents and an immigrant mother, Sydney graduated from Princeton University and Harvard Law School to become the first lawyer in her family. Sydney hosts the weekly Break into Law School™ podcast and YouTube lives as well as the free Barrier Breakers® Facebook group. Sydney is a 2020 IECA Making a Difference Awardee, a 2021 Counselor of the Year (PCACAC), a Kappa Alpha Theta 35 Under 35 awardee, and was most recently named one of Women’s eNews 21 Leaders for the 21st Century.