Job Openings at Wingra

Progressive Educator, Part-time and Full-time
April 2025 Posting

This is for an ANTICIPATED OPENING in the fall of 2025, for which we are currently taking applications.

Wingra School is growing and receiving more student applicants than at this same time last year! In anticipation of requiring additional staffing for the 25-26 school year, we are searching for progressive educators to join our team. Ideal candidates are guided by principles of progressive education, equity, democratic processes, and anti-racist teaching practices. They have a strong passion for child development and have experience with integrated curriculum and authentic assessment. They are knowledgeable in current events and have experience with or a willingness to teach complex public issues. Candidates must be excellent teachers who are creative, resourceful, responsive, organized, and able to navigate the educational terrain with humor, flexibility, and grace.

Our teaching staff is comprised of passionate educators who recognize the innate potential that lies within every child. We encourage students to approach learning with an open, inquisitive, and critical mind and to go beyond the “facts” toward understanding the “why” and “how”. At Wingra, children are deeply known by a supportive circle of adults as well as multi-age peers. Our community is one where students are accepted as their true selves, comfortable to explore, and confident to challenge themselves to try new things; a community where the curriculum is flexibly designed to meet the student’s unique needs, interests, and abilities; a community where students feel ownership of their educational journey and where their innate motivation to learn is sparked to life and fanned into a strong flame.

Wingra School, in service of social justice, strives for equity and fosters responsibility, advocacy, and compassion. We recognize the existence of institutional racism that has excluded Black, Indigenous, and other people of color from positions of power and contributed to their discrimination, persecution, incarceration, and execution. We recognize that we live in an unjust society. We know that racial injustice has existed since before our country was formed. We recognize that we have played a role in the systems of inequality and we are working to make changes to upend that. We are seeking educators to be part of our transformation and uphold a core tenet of Wingra School’s progressive mission since its inception: to educate and to work for a more perfect union.

Requirements
Passion for teaching and commitment to the equitable education of children
Commitment to anti-racist education and teaching practices
Ability to work collaboratively within a team and to communicate effectively with parents
Bachelor’s degree
Elementary school classroom teaching experience
Teaching License

Preferences
Understanding of progressive philosophy and teaching methods
Experience in teaching an integrated curriculum
Experience in addressing equity and diversity issues
Training in Science of Reading
Classroom experience at the elementary childhood or middle school level

Salary Information
Position runs from August 19, 2025 to June 13, 2026
100% Annual salary range = $40,000 and up, depending on teaching experience

To Apply
Please send a cover letter, resume, and statement of educational philosophy to: Torsie Judkins, Head of School, at torsie@wingraschool.org

Wingra School is an independent K-8 school located in the heart of Madison, Wisconsin. We value and respect all types of diversity and strongly encourage applicants from traditionally marginalized groups to apply.

We prohibit discrimination and provide equal employment opportunity without regard to, and not limited to, ethnicity, religion, race, national origin, abilities, gender identity, age or genetic information. We recognize the inherent strengths that come from different viewpoints, backgrounds, cultures, and experiences.
As an organization, we have a commitment to examining our unconscious biases and want to work toward a just, equitable, and peaceful world.

Current posting

Wingra School is looking for Substitute Teachers to work with children ages 5 to 14 years. Teachers will strive to bring out the best in students while working with engaging, interactive curriculum based on a deep understanding of child development and a passion for the learning process. Work with multi-age groups of primary students (ages 5-7), intermediate students (ages 7-9 and 9-11) and adolescent students (ages 11-14) in all subject areas. Must be an excellent teacher who is resourceful, enthusiastic, organized and able to navigate the educational terrain with flexibility and grace.

Requirements:

  • Passion for teaching and commitment to the education of children
  • Ability to work collaboratively within a team
  • Friendly demeanor, sense of humor, and flexibility
  • Dependable and responsible
  • Prior experience in an educational setting

To apply:

Please send a cover letter, resume, and three letters of reference to: Torsie Judkins, Head of School, at torsie@wingraschool.org

Pay: $25 p/h commensurate with experience

Wingra School is an independent school for ages five to fourteen centrally-located in Madison, Wisconsin. We value and respect all types of diversity and strongly encourage applicants from traditionally marginalized groups to apply. We prohibit discrimination and provide equal employment opportunity without regard to, and not limited to, ethnicity, religion, race, national origin, abilities, gender identity, age or genetic information. We recognize the inherent strengths that come from different viewpoints, backgrounds, cultures, and experiences. As an organization, we have a commitment to examining our unconscious biases and want to work toward a just, equitable, and peaceful world.

Mission Statement

In service of learning, we practice responsive and progressive education, and strive for equity. In service of the whole person, we embrace unique gifts, experiences, and relationships. In service of social justice, we foster responsibility, advocacy, and compassion. In service of democracy, we nurture individual and collective growth. In service of the world, we cultivate curiosity, creativity, and innovation.

Wingra School is committed to attracting staff of varied backgrounds and to developing inclusive classroom communities that draw strength from a positive recognition of diversity. We value diversity in our community with regard to gender, race, color, creed, religion, sexual orientation, national or ethnic origin, and ability.