Matt Eskin - Education Consultant

Matt Eskin

For over thirty years, Matt has enjoyed a career in education, beginning as an elementary and middle school teacher and high school coach. In 2006, he earned a Master’s Degree in Educational Leadership from Harvard University, where he was honored with the Faculty Tribute/Intellectual Contribution award. Matt went on to serve as a school leader in both day and boarding schools, including roles as Middle School Director and Associate Head of School. Throughout his career, Matt has held as his highest value the nurturing of the whole child and the family system so that children can thrive and grow into independence. In the post-pandemic era, Matt concluded that the best way to help families support their children when facing challenges or when reaching for ambitious goals–or both at the same time–was as an independent educational consultant who had the capacity to work closely with families and the child’s entire social-emotional and intellectual support system. Matt founded Craftwell to do just that.

Through his school & program placement services and his parent and family support services, he calls on his years of educational experience and his wide network of expert colleagues in every area of social-emotional and academic development to help families craft the best path forward for their kids. 

Matt lives in his hometown, Philadelphia, with his wife, two children, two playful dogs, and a handful of chickens. He enjoys cooking, mountain biking, rock climbing, and working on building projects around the house.

A blue graphic of a compass overlapping a large letter C. The compass also turns the C into an E, representing "C-E", for Craftwell Education.

  • "From the moment we first met Matt, we knew we were in excellent hands. Matt was honest about what we could expect, transparent about the process, and incredibly supportive every step of the way. Matt understands kids and families, brings a wealth of knowledge and experience of the academic landscape to his client relationships, and provides incredibly insightful guidance. Most importantly, Matt is truly a terrific person who we enjoyed engaging with on a personal level."

    Sam & Derek

  • "...what makes Matt a real top-notch expert is that as a long-time teacher and coach himself, he also knows how to talk with and inspire kids. He has a real “can-do” attitude towards life and our kids appreciated that someone other than their parents believed in them..."

    Sara C.

  • "We’ve called on Matt for a range of educational advice. Each time he generated creative ideas, had a flexible working style, and kept things on track with regular meetings and check-ins. We are extremely grateful to Matt for his caring, straightforward approach, and the help he has provided our family."

    Tom S.

  • “Our teenage son has been struggling with anxiety and has been refusing school. Matt has been such a great help to us, talking us through our options, listening to our concerns and asking questions, never with an ounce of judgment. We have appreciated his thoughtful consideration of our current struggle, as well as his wealth of knowledge of resources. We would absolutely recommend that anyone reach out to Matt if they are struggling to know the best way forward for their child.”

    Moira H.