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The NEW TVS Head of Middle School

Welcome to the Village, Mr. Cavallo!

We hope you are enjoying the first few weeks of summer with your children. We remain busy on campus with summer camps, Quest math workshops, and bringing new students and staff into The Village School community.

With that last idea in mind, TVS is pleased to announce the appointment of Mr. Jeff Cavallo as our new Head of Middle School. Mr. Cavallo will be joining our community later this summer. 

Jeff Cavallo brings to The Village School an exceptionally strong and successful career as a leader, teacher, coach, and administrator. Jeff began his career as a classroom teacher at Bishop Feehan High School in Attleboro, Massachusetts (his Alma Mater), after which he served as Director of Admissions and Head Basketball Coach for four years at Chaminade-Madonna College Preparatory (FL). Jeff is leaving The Benjamin School (FL) after 18 years as Dean of Students, Boys Varsity Head Basketball Coach (12 years), Department Chair, Communication Arts Teacher, and Director of Remote Learning. 

He holds a Bachelor’s degree from Eastern Connecticut State University and a Master’s degree from St. Thomas University (FL). In 2023, he will earn his Doctorate in Leadership and Innovation from St. Thomas University (FL). Jeff and his wife, Niki, have five children, Bella, Anthony, Sophia, Caroline, and Jack.

 Jeff shared the following, “I am honored and excited to have been selected as Head of Middle School at The Village School. I look forward to getting to know the school and community and building lifelong relationships with each student, family, and colleague. I am impressed with the people I have connected with and the exponential growth of The Village School. The campus charm creates an atmosphere advantageous for academic, spiritual, artistic, social, and athletic learning and development.” 

Mr. Chapman had the great pleasure of getting to know Mr. Cavallo when their paths crossed while they both worked at The Benjamin School. Mr. Chapman stated, “Jeff is one of the finest and most well-respected colleagues I have had the pleasure to work with in my career. I am thrilled that he will be joining our community to lead our Middle School faculty and students.”


Please join us in welcoming Mr. Jeff Cavallo to The Village School!