Meet Our Team


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

Dr. Sara R. Cutler | Executive Director

Dr. Sara R. 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. Dr. Cutler has a PhD in educational leadership and policy analysis through the Executive PhD cohort program at the University of Wisconsin-Madison, and a master’s degree in educational philosophy. Her 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 for the Department of Education in New York state. In 2003, she returned to Wisconsin, serving as an elementary classroom teacher, curriculum/professional developer, and schoolwide facilitator, followed by the school principalship.

Dr. Cutler became an educator to help 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.

Erin Haugom

Erin Haugom | Operations Manager

Erin Haugom joined the WVA team as the operations manager in 2012. She has a bachelor’s degree in human services and more than 10 years of office experience in program coordination, data tracking and reporting, IT support services, and customer service. She loves using her expertise to support the WVA virtual learning community.

Cindy Worden

Cindy Worden | Academic Administrator (Principal)

Cindy Worden graduated from the University of Wisconsin-Madison with a bachelor’s degree in behavioral science and law and sociology. She earned her Master of Science in education in school counseling PK–12 from the University of Wisconsin-Oshkosh. In December 2013, Ms. Worden completed her Master of Arts in education 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. She has worked in virtual education since 2007.

Becky Eberhardt

Becky Eberhardt | Academic Administrator of Special Programs

Becky Eberhardt has been the academic administrator for special programs since 2014. She earned her master’s degree from Cardinal Stritch University and her bachelor’s degree from Silver Lake College. Before joining WVA, her professional experiences include special education teacher, K–12 principal, and director of special education. Ms. Eberhardt has a passion for building strong programs that serve the unique needs of students, collaborating with team members to ensure continued growth, working to close achievement gaps for learners, and professionally developing staff in compliance. When Ms. Eberhardt isn’t working, she spends time with her husband and two sons, cheers on her son in high school sports, and enjoys camping and boating with family and friends.

Adam Woods | Team Lead