Paid Leave Division Director (Business Operations Administrator 2)

Initial Posting Date:

01/07/2026

Application Deadline:

01/28/2026

Agency:

Employment Department

Salary Range:

$10,311 - $15,964

Position Type:

Employee

Position Title:

Paid Leave Division Director (Business Operations Administrator 2)

Job Description:

The Oregon Employment Department is pleased to announce an exceptional leadership opportunity to serve as Division Director for Paid Leave Oregon. We are seeking a strategic, forward-thinking professional with a strong commitment to public service and a passion for supporting Oregon’s workforce and business community. If you are an experienced leader ready to guide a transformative statewide program, we invite you to consider this impactful role.

At the Oregon Employment Department, we actively support a workforce that is representative of the people we serve including people from various races, genders, abilities, cultures, language skills, geographic locations, and justice system involvement. We value your life experiences and encourage everyone to apply with your transferable skills and qualifications from your work, school, and volunteer experiences. Please let us know if you need a reasonable accommodation.

In Paid Leave Oregon, we are focused on designing a program where people with diverse backgrounds and experiences have full access to paid leave benefits when they need them the most. Our goal is to provide service using a trauma-informed and person-centered approach for an excellent customer experience. Our mission and vision is to support a workforce that is representative of the people we serve including people from a different race, gender, gender identity, ability, culture, geographic location, and justice system involvement.

WHAT YOU WILL DO:

As the Director of the Paid Leave Oregon Division, you will provide strategic leadership for a large-scale program serving the majority of Oregon’s businesses and workforce. Overseeing a team of several hundred employees, you will play a key role in shaping agency-wide initiatives as part of the Executive Team. In addition, this position is responsible for advancing the agency’s goals related to affirmative action, diversity, equity, and inclusion, ensuring these values are embedded throughout the division’s operations and culture.

Key responsibilities include:

• Leading the agency team responsible for continued design, development, and improvement in the program. Key responsibilities include assessing organizational structures and fulfilling staffing needs, recruiting and retaining key positions in leadership, and overseeing critical functions such as actuarial analysis, budgeting, risk and quality management, change management, and communications.
• Managing relationships with external partners, including the Paid Leave Oregon Advisory Committee, and supervising contractors and vendors.
• Responsibility for the delivery of benefits, including claims processing, compliance, appeals, and procedural alignment with statutes, rules, and policies.
• Guiding strategic planning, personnel recruitment, learning and development, and technology systems implementation, while driving continuous improvement across division operations.
• Collaborating with the agency’s unemployment insurance tax filing and payment processing teams which is essential to building a robust Paid Leave Oregon contributions program that effectively supports Oregon businesses and workers.
• Serving as the lead point of contact for Paid Leave Oregon communications, representing the program in interactions with internal and external stakeholders including media and the legislature.

For a complete review of the position and responsibilities, please click here.

WHAT WE ARE LOOKING FOR:

Required Minimum Qualifications

• Seven years of management experience; OR four years of management experience and a bachelor’s degree in a related field.

Desired Attributes:

• Excellent leadership skills including emphasis on equity and inclusion principles
• Experience leading a large public benefit (or comparable) program
• Experience managing a high-volume call center
• Experience developing budgets with preference toward trust fund management
• Experience with public speaking including media and legislative interactions
• Deploying strategic vision for an organization or program. 

WHAT’S IN IT FOR YOU:

• A workplace that balances productivity with enjoyment and encourages learning and mentoring.
• Rewarding work in a dynamic and creative environment with colleagues who are passionate about public service.
• Work/life balance, 11 paid holidays a year, and a competitive benefits package.
• Public Service Loan Forgiveness opportunity!
• Get There - Oregon’s easy-to-use carpool matching tool and trip planner.

HOW TO APPLY:

• Required: Attach a resume and cover letter. Your cover letter must be limited to no more than two (2) pages and clearly addresses all desired attributes under the “What We Are Looking For” section above in order to be considered. You may address your cover letter to Karen Humelbaugh, Deputy Director. Please upload your documents in the “Resume/Cover Letter” section of the application. In addition to your related work experience and education, we will use the desired attributes and required minimum qualifications to determine who to interview.
• External Applicants: Click on the “Apply” link above to fill out the online application and submit by the posted closing date. Please use your preferred name on application materials.
• Current State of Oregon employees (this includes temporary employees): Apply through your employee Workday account. Please ensure the work history in your applicant profile is up-to-date and reflects your current position.
• Important: Please monitor both your email and Workday account for updates regarding this recruitment. You may be asked to submit additional information after initial application.
• The job posting closes at 11:59 PM (PDT/PST) on the close date. Immediately after you submit your application, be sure to respond to the two questionnaires relating to public records requests and veterans’ preference. These questions are necessary to complete the application process.

ADDITIONAL INFORMATION:

• The State of Oregon does not request or require your age, date of birth, attendance or graduation dates from an educational institution during the application process.
• The use of outside resources such as Artificial Intelligence software during applicant skill assessments, examinations, and/or interviews is prohibited unless otherwise stated by the hiring agency. Unauthorized use of outside resources during the hiring process will result in disqualification.
• This position is executive service and is not represented by a union.
• This recruitment may be used to fill current and future Permanent, Limited Duration, Job Rotation and Temporary vacancies as they occur.
• The salary listed is the non-PERS qualifying salary range. If the successful candidate is PERS‑qualifying, the salary range will reflect the additional 6.95%. Please review the Classification and Compensation page for more details.
• Eligible veterans and Oregon National Guard servicemembers (current and former) who meet the qualifications of the position will be awarded candidate preference. For more information, please visit Veterans Resources.
• Salary Determination: The information in your Workday profile will be used to complete an equal pay assessment to determine salary placement upon hire.
• United States Employment Eligibility: The Oregon Employment Department does not offer visa sponsorship. Within three days of hire, all applicants will be required to complete the US Department of Homeland Security's Form I-9, confirming authorization to work in the United States. If your employment authorization and documentation is contingent on sponsorship now or in the future, you will not meet Agency employment eligibility standards. The Oregon Employment Department is an E-Verify employer. If you are the successful candidate you must present your I‑9 acceptable documents (See page 2) for employment verification.

IN-STATE HYBRID WORK INFORMATION:

Candidates may be approved for hybrid work. Hybrid work suitability is evaluated based upon business needs at the time of hire. Hybrid work approval can be revoked at any time. Candidates are expected to:

• Reside within (or be willing to relocate to) Oregon, or one of its bordering states within a reasonable commuting distance (e.g. Vancouver, Washington) within 30 days from date of hire.
• Be able to report to the office location listed in the job posting, as necessary.
• Demonstrate access to a broadband internet connection that meets or exceeds the minimum acceptable requirements; Click Here to view the minimum acceptable requirements. OED IT Services will provide the necessary hardware to employees who are approved for remote work.
• Have a private workspace.
• Maintain good standing (i.e., no performance or attendance issues).

CRIMINAL RECORDS CHECK:

The Employment Department is committed to being a leader in providing its employees with fair and equal employment opportunities and recognizes that as a best practice in equity and inclusion, criminal background check policies shall be job related and consistent with business necessity. For positions with authorized access to FBI Criminal Justice Information Services (CJIS) information, a separate criminal records check is conducted by the Oregon State Police. If you would like further information on how each criminal records check is conducted, please read our Criminal Record Check Policy or contact us at the number below with any questions. Note: This position has been designated to have authorized access to Federal Tax Information (FTI) and Criminal Justice Information Services (CJIS). To verify identification, the successful candidate will be subject to a criminal background check which may require a fingerprint-based background check as a condition of employment.

CONTACT INFORMATION & HELPFUL LINKS:

If you have questions about the position or need an alternate format to apply, please contact us at 503‑947‑1289; EmployeeServices@employ.oregon.gov. Please be sure to include the job requisition ID number.

Guidance our hiring managers use: Equity and Inclusion Recruitment Questions and Gender Identity and Expression Procedure!

Reasonable Accommodations | Veterans Resources | How to Set Job Alerts | Workday Applicant FAQ

Interview Scoring Criteria used during recruitment | What You Need to Know to Get the Job

Come for a job. | Stay for a career. | Make a difference ... for a lifetime!

The Oregon Employment Department is an Equal Opportunity, Affirmative Action Employer Committed to Workforce Diversity. At the Oregon Employment Department, we foster fairness, equity, and inclusion to maintain a workplace environment where everyone is treated with respect and dignity regardless of race, color, national origin, religion, sex, sexual orientation, gender identity, marital status, age, veteran status, disability, or status as a victim of domestic violence, harassment, sexual assault, or stalking. This applies to every aspect of our employment practices, including recruitment, hiring, retention, promotion, and training.