Dr. Jaykyri Simpson

Executive Director, Young Man with a Plan

Dr. Jaykyri Simpson is the Executive Director of Young Man with a Plan, a holistic mentoring program serving young Black and Latino men “in the middle” across 8 Boston schools. Under Jaykyri’s leadership, YMWAP has grown from a small program serving 20 students to a 501c3 organization serving over 200 students and alumni in a unique mix of in- and after-school mentoring and success planning. In 2021 Jaykyri received his doctorate in Educational Leadership from New England College where his dissertation research, “Persistence Factors in Black Male College Graduates,” affirmed the value of mentoring and the degree to which young Black men crave explicit guidance respectfully delivered by trusted people. Jaykyri incorporates everything learned through his research into YMWAP’s curriculum. Prior to leading YMWAP, Jaykyri launched Project Ochendo at New Mission High School in Boston, where he taught and mentored students of color, helping them improve study skills and grades, and to access and persist at college. Jaykyri was in the 2020 cohort of the Lewis Family Foundation’s Strong Leader Program and the 2021 TSNE Nonprofit Executive Directors of Color Program. He was named a 2022 Social Innovation Forum Innovator and Institute for Nonprofit Practice Changemaker. Jaykyri is a member of EdVestor’s Racial Equity Task where he leads teacher dialogues on effectively engaging young men of color in the classroom. He has been a consultant and guest educator at New England College.