Callen Sterling
Senior Assistant Legal Counsel, Legal Services Team Lead
Bio
Callen Sterling was born and raised in the Midwest. She became a Pacific Northwest transplant when she moved to Oregon in 2009 to attend law school.
Callen has been a member of the Oregon State Bar since 2012. She rejoined OSBA’s legal department in November 2020, after previously working there from 2017-2019. Prior to joining OSBA, Callen worked for Garrett Hemann Robertson, providing legal services to educational institutions on a variety of labor and employment matters. She has also served as a civil rights policy analyst for the Oregon Department of Education, and a deputy county attorney for both Coos and Linn County.
Callen holds a Bachelor of Arts degree in Neuroscience from Hamilton College, and a Juris Doctorate and Certificate in Dispute Resolution from Willamette University College of Law.
Callen is admitted to practice law in all Oregon state and federal courts. She is an active member in the community, serving on the Salem Library Advisory Board. In her spare time she enjoys running, hiking and exploring Oregon with her family.
Presentations and Trainings
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2025
+
- Legal Issues Impacting Small Schools, COSA School Law Conference
- Best Employment Practices for Coaches, PACE Webinar
- What to know for the 2025-2026 school year, OSPA
- Hot Legal Topics – What you need to know for the 2025-2026 school year, Warrenton-Hammond
- Mandatory Reporting Obligations and Sexual Misconduct, Rainer School District
- School Resource Officers and FERPA, Oregon School Resources Officers Association Conference
- Law and Finance, COSA, University of Oregon
- Coaches and Employment Practices, OADA Conference
- Separation Process, PACE Webinar
- Child Abuse Reporting and Sexual Conduct Reporting for Board Members, OSBA Webinar
- Sexual Conduct Reporting for Administrators, OSBA Webinar
- Mandatory Reporting Obligations, Southern Oregon Superintendents Meeting
- FERPA, Hood River School District
-
2024
+
- School Law for Administrators, COSA/University of Oregon – Oregon School Law & Finance Seminar (Fall)
- Hot Topics for the New School Year, OSPA Fall Conference
- The Complaint Process, OSPA Summer Conference
- PACE Legal Training, Eagle Point School District, Southern Oregon ESD
- Public Meetings 101, Riverdale School District
- School Law for Administrators, COSA/University of Oregon – Oregon School Law and Finance Seminar (Summer)
- Navigating the Complaint and Investigation Process, PACE Webinar
- Preparing for School Staff Reductions in Force, PACE Webinar
- Legal Topics for Small Schools, OSSA Conference
- How to Conduct Investigations in Small Schools, OSSA Conference
- Hazing, Bullying, Sex Abuse and Social Media, OADA Conference
- Employment Termination, PACE Day
- Student Rights and Discipline, Council of School Attorneys Spring School Law Seminar
- Employment Separation Process, PACE Webinar
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2023
+
- Student Records Management – Oregon School Law Conference
- School Law and Finance – Oregon School Law Conference
- Parental Rights, OSBA Annual Conference
- Contract Non-Renewal and Complaints, Winston-Dillard School District
- OASBO Conference, Staff Absences and Protected Leave
- PACE Webinar, Gender Equality
- Employee Leave Laws, Newberg School District Training
- Contracting with Third Parties, PACE Day
- Adverse Employment Separations: Do’s and Don’ts, PACE Webinar
- Legal Hot Topics, OSPA Winter Retreat
- Investigations, Reynolds School District
-
2022
+
- Oregon School Law and Finance, COSA School Law Conference
- Executive Session – Hot Topics, OSBA Annual Conference
- School Law for Board Members, OSBA Annual Conference
- Navigating the Complaint and Investigation Process, OSPA Fall Conference
- Employment Law and Practice, Rogue Community College
- So Now You’re a Supervisor, Southwestern Oregon Community College
- Sexual Harassment in the Workplace, Southwestern Oregon Community College
- Workplace Harassment Prevention Training, Oregon City School District
- Mitigating Risk and Liability, OSBA Summer Board Conferences
- Complaint Procedures, OSBA Summer Board Conferences
- Executive Session Hot Topics, OSBA Summer Board Conferences
- Legal Hot Topics for Rural School Districts, Oregon Small Schools Conference
- Hiring Process, PACE Webinar
- Complaint Policy and Processing, PACE Day
- Women’s History Month – Pay Equity, Gender/Sex Discrimination, Title IX, PACE Webinar
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2021
+
- Complaint Process, PACE Webinar
- Oregon School Law and Finance, COSA School Law Conference
- Conducting Investigations, Reynolds School District
- Accommodating Employee and Student Disabilities in the COVID-19 Era, PACE Webinar
- Legal Considerations for Board Members, Sherwood School District
- The School’s Title IX Investigative Responsibilities, the Interplay with SB 155 Sexual Conduct Investigations and the School Resource Officer’s Role, OSROA Annual Conference
- The Board’s Legal Obligation to Ensure Equity and Nondiscrimination in Public Schools, OSBA Summer Board Conferences
- Board Best Practices, OSBA Summer Board Conferences
- Hiring Dos and Don’ts, PACE Webinar
- Legal Hot Topics, OSSA Conference
- The Human Resource Professional’s Role in Ensuring Equity, Diversity and Non-Discrimination in Oregon’s Public Schools, OSPA Spring Conference
- Employee Discipline and Termination in School Districts – Navigating Complex Statues and CBA provisions, PACE Day
- Charter Schools: Ask PACE Anything, PACE Day
- Employee Disability Accommodations/ADA, PACE Webinar
- School Law for Board Members, OSBA Webinar
- Contract Non-Renewals/Non-Extensions, PACE Webinar
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2020
+
- Oregon School Law and Finance, COSA School Law Conference
- Student Speech: Where does student speech cross the line to student discipline? COSA School Law Conference
