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Join Our Team

Happy teachers enjoying back to school event

Thank you for your interest in the Oregon School District!

We're happy you're here! The Oregon School District serves over 4000 amazing students in grades PK-12. Located ten miles south of Madison, we enjoy all the amenities of a diverse and thriving metropolitan area. We offer a highly competitive benefits package, a family-friendly work environment, meaningful professional development and the opportunity to work with a talented team of diverse staff members who are continually working to advance the educational opportunities available to all students.

We're know for having the best educators in every school and classroom, and are always looking for the best qualified educators and staff to join our team. We are excited to hear from you and for you to learn more about being part of the Oregon School District.

Apply Now!

Ready to start your journey with the OSD? As a Wisconsin K-12 school district, we participate in the WI Education Career Access Network (WECAN) application process. Apply via WECAN or get started with a Google From.  We can't wait to meet you!

Apply Online at WECAN     Apply via Google Form

What We Offer

  • A positive work environment with amazing students.
  • A competitive compensation system & benefits.
  • On-the-job training (we welcome all experience levels).
  • School-year employment calendar.

Jina Jonen

HR Director/In House Legal Counsel, Director of Human Resources
District Services Office

Seeking Substitute Educators & Staff!

Edustaff substitute teacher giving high five to kids with words: Apply todayWe are always seeking exceptional candidates to serve as substitutes in our classrooms and buildings. Enjoy flexible scheduling, competitive pay, and meaningful work with the fantastic students in Oregon!  We hire our substitutes through Edustaff.  Just click on the position for which you want to apply; create your account and complete the Edustaff application process.  

Substitute Teacher

Substitute Educational Assistant 

Special Ed Substitute

For general questions about the Edustaff application process call 877-974-6338 or email contact@edustaff.org. For specific questions about subbing in the Oregon School District contact Natalie Graham: ngraham@edustaff.org.


Benefits Designed for Educators!

We offer a highly competitive benefits package, a family-friendly work environment, meaningful professional development and the opportunity to work with a talented team of diverse staff members who are continually working to advance the educational opportunities available to every student.

We know that having a diverse staff that better reflects our student demographics contributes to a more successful learning environment. Candidates from diverse backgrounds, including those who identify as BIPOC or LGBTQ+ are strongly encouraged to apply.

Learn more about our compensation and benefits:

Employee Handbook

Educator Compensation Schedule 2025-26

Support Staff Wage Schedules 2025-26

GHC Plan Design

Insurance Rates 2025-26

Insurance Rates 2026-27

Benefits At A Glance

Benefits Guide 2025-26

All applicants must pass a background check as a condition of hire.

Background Check Consent Form

Equal Employment Opportunity Statement

The Oregon School District is an equal opportunity employer.  We believe a diverse school community helps to achieve academic excellence by promoting a culture of learning, collaboration and belonging. We seek to retain, recruit and develop the most talented people from a diverse candidate pool that is reflective of our student body, so we particularly encourage people of color, people from the LGBTQIA+ community and people who are bilingual to apply. 

The Oregon School District is committed to a policy of nondiscrimination in employment. Qualified applicants are considered for employment without regard to sex; age; race; religion; color; national origin; ancestry; creed; pregnancy; marital status; parental status; sexual orientation; gender identity; disability; or any other legally-protected status or classification. In compliance with the Americans with Disabilities Act, the District will provide reasonable accommodations to qualified individuals with disabilities.

All individuals recommended for employment must satisfactorily complete a criminal background check and physical exam.