About Our School
Administrators
The administrators at Insight School of Wisconsin (ISWI) are ready to share their innovation, expertise, and enthusiasm with your family. The leadership is dedicated to empowering our school community.
Dr. Sara R. Cutler | Head of School
Dr. Cutler has been a leader in public education for more than 20 years. She lives in Madison, Wisconsin, and has two teenage sons who have had divergent experiences in our public education system. She has a PhD in educational leadership and policy analysis through the Executive PhD cohort program at the University of Wisconsin-Madison and master's degree in educational philosophy. Dr. Cutler's doctoral research was an interracial examination: White Teacher, Black Students: Racializing Successful Mathematical Pedagogy.
Dr. Cutler began her career in California as a bilingual teacher advocating for the rights of Spanish speakers in the public school system. Later, she became an instructional coach and content specialist, working for the Department of Education in New York state. In 2003, she returned to Wisconsin, where she served as an elementary classroom teacher, curriculum/professional developer, and a schoolwide facilitator, followed by the school principalship.
Dr. Cutler became an educator to shift the paradigms that traditionally control our public school systems. She is committed to developing a school culture that is relentlessly focused on equitable outcomes where all children believe in their gifts, identifying as scholars headed toward college and careers.
Cindy Worden | Academic Administrator (Principal) High School
Ms. Worden is a graduate from the University of Wisconsin-Madison with a bachelor's degree in behavioral science and law and sociology. She earned her MSE in school counseling PK–12 from the University of Wisconsin-Oshkosh. In December 2013, Ms. Worden completed her MAE from Marian University with an emphasis in educational leadership. Her professional experiences include high school counseling, dean of students, juvenile criminal justice, social work, and technology training. Mrs. Worden has worked in virtual education since 2007.
Carrie Cherney | Assistant Academic Administrator (Assistant Principal) High School
Ms. Cherney earned her bachelor's degree in mathematics at the University of Wisconsin-Green Bay and her master's in educational leadership from Viterbo University. She has been a part of Wisconsin Virtual Academy high school since 2009, teaching various math courses. Ms. Cherney has been the assistant academic administrator since 2017.
