Our Team

Jeniffer first joined Steppingstone in 2011 as a Scholar and commenced in 2012. She returned during her time at college as an Intern for College Success Academy between 2019-2021. Her passion for educational equity moved her to return again as Admissions Associate in 2025! Born and raised in East Boston, she is a proud Alumna of Boston Latin School. She received her B.A from Simmons University in 2023 with a major in psychology and minor in political science. In her role, she is excited to now work alongside Steppingstone to continue its mission. In her free time, she loves spending time with her family and friends, traveling, binge watching shows, and exploring Greater Boston!
Jeniffer Castillo Gutierrez '12
Admission Associate
Jeniffer first joined Steppingstone in 2011 as a Scholar and commenced in 2012. She returned during her time at college as an Intern for College Success Academy between 2019-2021. Her passion for...
Khadeejah Clemons is a proud Bostonian, with a passion for connecting individuals to opportunities and fostering academic success. She joined Steppingstone in 2024, bringing experience in education, community outreach, business development, and relationship building. She holds a B.B.A. in International Business from Howard University and is an alumna of Boston Latin School. In her free time, she enjoys dancing, reading, biking, and traveling off the beaten path.
Khadeejah Clemons
Director of Admission
Khadeejah Clemons is a proud Bostonian, with a passion for connecting individuals to opportunities and fostering academic success. She joined Steppingstone in 2024, bringing experience in education...
Eddy recently joined Steppingstone in 2024 as an Admissions Assistant. Eddy grew up in Westchester, New York, and attended Colgate University – graduating in 2024 with a major in political science. Prior to joining Steppingstone, Eddy interned at Colgate’s Office of Admissions and has experience as an AmeriCorps fellow. He is excited to make Boston his home and is passionate about addressing educational inequity. Outside of work, Eddy enjoys exercising, baking, reading and spending quality time with his friends and family.
Eddy Zhang
Admission Assistant
Eddy recently joined Steppingstone in 2024 as an Admissions Assistant. Eddy grew up in Westchester, New York, and attended Colgate University – graduating in 2024 with a major in Political Science...
Our offices are situated on the traditional territories of the Pawtucket and Massachusett peoples.
Steppingstone is an educational nonprofit which serves students of various backgrounds. It does not discriminate in the administration of its educational policies, admission policies, scholarship programs or other organization-administered activities.
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