Olayinka is from The Big Apple, NYC. She moved to Montgomery County Maryland, after she married. She has a Bachelor of Arts in Political Science from Syracuse University and a Juris Doctorate from American University. Before joining the SRS staff in 2023, she practiced corporate immigration and employment law. Olayinka and her husband, Damien, have three children, all of which are St. Raphael School alumnae Kaitlyn (SRS' 17), Amara (SRS' 19), and Reagan (SRS' 22).