Sydney Montgomery, Esq.

Executive Director & Founder of Barrier Breakers®

As the first lawyer in her family, the first person from her high school to
attend Princeton University, and a Harvard Law School graduate, Sydney Montgomery (Forbes 30 Under 30) has used her platform since 2012 to help students break down generational barriers and step confidently into their future. As the Executive Director and Founder of Barrier Breakers®, issues of diversity, equity, and inclusion are incredibly important to her.

Sydney holds a B.A. in English from Princeton University, a J.D. from Harvard Law School, a Certificate in Independent Educational Consulting from UC Irvine, and a Certificate in Anti-Racism in Urban Education from the University of North Carolina at Charlotte. She is a member of the Independent Educational Consultants Association and the Northeast Association of Pre-Law Advisors. Sydney is currently an MDiv/MACEF candidate at Princeton Theological Seminary. She speaks and leads workshops on issues of educational equity and diversity, equity, and inclusion in higher education, corporate, and faith-based settings. Sydney is a member of the Forbes Nonprofit Council and has been featured in Inc., Forbes, FastCompany, Medium, and CNBC, among others. Her TEDx talk, “Breaking Barriers, Building Futures: The Power of First-Generation Minds in Shaping Business Success” will be available online at the end of May 2024.

Board of Directors

  • Yolanda Ingram, Esq.

    Yolanda Ingram is the Director of Access to Law School of Education Programs at the University of Pennsylvania Carey School of Law. After completing her B.A. in English, Yolanda attended Washburn University School of Law as a first-generation law student. She began her career at a mid-sized law firm and eventually became a professor at Temple University. Her journey led her to her current role supporting underrepresented students in applying to law school.

  • Dean Valerie James, Esq.

    With 13 years of law school administration experience and 20 years of legal experience, Valerie D. James serves as the Senior Assistant Dean of Admissions, Financial Aid, and Diversity Initiatives at the University of the Pacific McGeorge School of Law. She previously served as an assistant dean at UC Davis as well as at the law schools at UNT Dallas (founding) and the University of Arkansas Little Rock (UALR). She holds a JD degree with honors from the UALR and an Arkansas attorney’s license (2008). Valerie’s professional career has focused on building and leading diverse, inclusive, equitable, and accessible higher education programs.

  • Dean Tracy Simmons, Esq

    Tracy L Simmons is the Associate Dean of Admissions and Student Affairs at Howard University School of Law. Prior to joining Howard Law, she worked for the University of San Diego School of Law as the Assistant Dean of Admissions, Financial Aid and Diversity Initiatives and she also worked for the University of the Pacific, McGeorge School of Law, as the Senior Assistant Dean for Admissions, Diversity Initiatives and Financial Aid. Most recently, Simmons is a co-founder of the Womxn of Color Collective for law schools professionals, co-chair of the Legal Professions Chapter of the National Association of Diversity Professional in Higher Education (NADOHE), and has joined USD Law’s Children’s Advocacy Institute Council for Children (CAI). Simmons has a BA in Psychology with a minor in African American Studies and MA Education with an emphasis Multicultural Counseling from San Diego State University and earned her J.D. from Golden Gate University School of Law.

  • Michele Evard

    Michele Evard, Ph.D. is the founder of Evard Educational Consulting, where she helps students with homeschooling, high school, and college planning. She holds a Ph.D. from MIT, an M.S. in Computer Science from the University of Oregan, and a B.S. in Mathematics and B.A. in Computer Science from Andrews University.

  • Brandon Rhodes

    Brandon Rhodes an experienced strategy and analytics professional with a track record of leading cross-functional strategic initiatives. He holds a B.S. in Operations Research and Financial Engineering from Princeton University and has 8+ years of experience as an analyst. He is currently the Manager of Consumer Growth, Strategy, & GTM at Affirm.

  • Ashley Lipscomb

    Ashley Lipscomb is the Co-Founder & CEO at The Institute for Anti-Racist Education, Inc. After working as a teacher and youth minister, she developed specialized interventions for students, teachers, and educational leaders. A graduate of Hampton University (BA English and Master in Teaching), Harvard Divinity School (MDiv), and Montclair State University (Certificate in Supervision), she has participated in and spearheaded several committees focused on diversity equity and inclusion in both K-12 and higher education settings

  • Alice Kroutikova

    Alice Kroutikova is a director specializing in intellectual property and litigation consulting at Elysium Digital, an Aon company. Alice holds a B.S.E degree in computer science from Princeton University. At Elysium Digital, she has worked as both a consulting expert and a testifying expert in a variety of technical areas, including database analysis, telecommunications, network traffic analysis, middleware applications, and machine learning.

  • Richard Thornton

    Richard Thornton is an engineer by degree and a scientist in practice looking to find novel intersections between collective cell behaviors and bioprocess engineering. He is currently a Molecular Biology Ph.D. Candidate at Princeton University and holds his B.S. in Biological Systems Engineering from North Carolina A&T University.