Meet your host

Sydney cares deeply about making an impact and giving back to the community and sits on the boards of several non-profit organizations and is a Tedx speaker.

Sydney is a member of the National Association for College Admission Counseling, the Potomac and Chesapeake Association for College Admission Counseling, and currently serves as an Ethics Committee member of the Independent Educational Consultants Association (IECA).

Sydney Montgomery, Forbes 30 Under 30, is the CEO and Founder of Outline It, and the Executive Director and Founder of Barrier Breakers®, a 501c3 faith-based education nonprofit with a mission to increase access to, and success in, higher education for BIPOC and other marginalized students. As the first lawyer in her family and a Princeton and Harvard Law School graduate, Sydney has used her platform since 2012 to help students break down generational barriers and step confidently into their future.