Executive Director
Dr. Jaykyri Simpson leads Young Man with a Plan, a Boston-based holistic mentoring program serving Black and Latino teens across 8 BPS and charter schools.
Originally from Cleburne, Texas, Jaykyri received his B.A. at the University of New England (UNE) where he captained their division-winning basketball team, and his MBA from St. Joseph’s College in Maine.
In 2021 Jaykyri earned his doctorate in Educational Leadership from New England College. His dissertation research explored college persistence in Black males. Jaykyri incorporates everything learned through his research into curriculum for the young men in the program.
Prior to becoming YMWAP’s director, Jaykyri led Project Ochendo at New Mission High School in Boston, where he taught and mentored students of color, helping them improve their study skills and grades, and to access and persist at college. He also served as basketball coach, admissions counselor, and retention coordinator for three years at Mt. Ida College and as basketball coach for two years at UNE.
Jaykyri was in the 2020 cohort of the Lewis Family Foundation’s Strong Leader Program, TSNE’s 2021 Nonprofit Executive Directors of Color Program, and on the 2022 EdVestors Racial Equity Task Force. He was named a 2021 INP Changemaker, and a 2022 SIF Social Innovator.
Jaykyri is a thought leader whose knowledge of youth is frequently sought by educators, funders, and community leaders. Jaykyri is a founding member of Men on a Mission, a nonprofit in his Texas hometown.