Skip To Main Content

Administration

Administration

Principal Greg Schillinger

802-770-1071
greg.schillinger@rcpsvt.org

Greg Schillinger joined the administrative team at Rutland High School in 2014.  Prior to his arrival, he earned his Bachelor’s Degree in English and Secondary Education from The Catholic University of America and his Master’s Degree in Educational Administration from Castleton State.  He started his teaching career as a volunteer teacher in Spanish Harlem and then on to schools in Hawaii and Vermont.  His longest stint was seventeen years at Woodstock Union HS where he served as English teacher, Associate Principal, and then Principal.  He is a long-time resident of Rutland and when he’s not at school he is driving one of his four children to an athletic event.

Associate Principal Brett Lertola 

Brett

802- 770-1188 

brett.lertola@rcpsvt.org 

Brett Lertola first began working at Rutland High School in 2014 as a mathematics teacher. Over the next several years, he held several teacher-leader positions including mathematics department chair, action plan committee chair, and was a co-chair for Rutland’s NEASC accreditation in 2019. He briefly served as an interim Associate Principal at RHS in 2022. In 2024, Brett assumed the full-time Associate Principal role at RHS. He is mainly responsible for issues related to curriculum, instruction, and assessment. Brett graduated from Castleton University with a Bachelor’s degree in mathematics and a Master’s degree in Education. He has also completed extensive coursework in Educational Leadership.

Associate Principal Steve Sampson

802-770-1073
steve.sampson@rcpsvt.org

Steve Sampson has worked at Rutland High School since 1994 when the Stratton Road campus first opened.  Prior to becoming an Associate Principal, he served as a Guidance Counselor for nine years and as Director of Guidance for eight.  Throughout his career Steve has been actively involved in various school-based and district-wide initiatives.  He earned a Bachelor’s of Arts degree from American International College in Springfield, MA and a Master’s degree from Keene State College.  He has also completed extensive coursework in Educational Leadership at Castleton State College.

 

Associate Principal Jennifer Wigmore

802- 770-1146

jennifer.wigmore@rcpsvt.org

Jennifer Wigmore joined the Rutland City Public Schools in 2008 as a school guidance counselor.  She spent her last five years in the department as the Director of Guidance. Prior to becoming a counselor, she taught at the elementary and middle school levels.  Jen has a Master of Arts degree in teaching as well as extensive advanced course work in Educational Administration, Special Education and Counseling from Castleton University and Southern New Hampshire University.  She earned an undergraduate degree in business from The University of New Hampshire. The primary responsibilities for Jennifer will be all aspects of Special Education and related support services. She is a long time resident of Rutland City and with her husband Tim have raised four boys, all graduates of Rutland High School.