Simon Hess

Simon Hess

President

E-mail: simon@crossroadsMA.org

As a lifelong youth and education advocate, Simon has spent his career working to ensure youth from all communities have equal access to the resources, opportunities, and relationships that help them reach their full potential.

Simon joins Crossroads from his most recent position as Executive Director at Summits Education. Prior to this, Simon was Chief Program Officer at Boston Plan for Excellence and CEO at ChicagoRise and Civitas Schools in Chicago. Earlier in his career, he held leadership positions at Boston Public Schools/Madison Park Technical Vocational High School and worked for the Boston Private Industry Council.

Simon earned a Bachelor of Arts in Religious Studies from College of the Holy Cross; a Master’s in Administration, Planning and Social Policy at Harvard University Graduate School of Education; and an MBA from Kellogg School of Management, Northwestern University.