About The Position

Make a meaningful difference in the lives of Oregon families by guiding the heart of the Paid Leave Oregon program. In this role, you’ll connect with teams, partners, and communities to strengthen a service that deeply impacts people during life’s most important and challenging moments. Join us on Wednesday, April 15th from 12 – pm for a virtual Open House to meet the hiring manager and learn about other opportunities available! Register via this Zoom link! 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. Paid Leave Oregon provides employees compensated time off from work to care for and bond with a child during the first year after the child’s birth or arrival through adoption or foster care, to provide care for a family member who has a serious health condition, to recover from their own serious health condition and to take leave related to sexual assault, domestic violence, stalking or harassment. WHAT YOU WILL DO: Provide strategic and visionary leadership within the Paid Leave Oregon division. This position supervises and supports all managers and non-management employees and gives ongoing guidance and operational oversight for Paid Leave. We are looking for an effective Deputy Director who can build operational stability, communicate with clarity, and empower leaders to excel without unnecessary oversight. They can lead with a trauma-informed mindset, strengthen connections across multidisciplinary teams, and ensure decisions are implemented smoothly and consistently. The ideal candidate is calm, measured, and solution-focused. Their approach fosters psychological safety—an environment where challenges can be addressed thoughtfully, and where team members feel supported in carrying out their work to better support Oregonians. Responsibilities include overseeing business areas such as Benefits, Customer Care & Outreach, and Program Support. This role reports to and works closely with the director of Paid Leave to provide strategic leadership for the daily operations and ongoing support for all employees within the division. This role works closely with different areas of the Oregon Employment Department and with external partners to successfully lead the program. This position also carries out the agency’s affirmative action, diversity, equity, and inclusion goals and responsibilities. For a complete review of the position and responsibilities, please click here.

Requirements

  • Seven years of supervision, management, or progressively related experience; OR, Four years of related experience and a bachelor’s degree in a related field.

Nice To Haves

  • Demonstrated commitment to diversity, inclusion, and trauma-informed practices that support staff well-being, uphold customer dignity, and address inequities through practical operational improvements.
  • Proven record of exercising sound judgment by making timely, well-informed operational decisions in ambiguous situations, incorporating data, frontline insights, and customer perspectives to ensure solutions are effective and grounded in operational realities.
  • Experienced in providing steady strategic leadership and operational guidance in a large program or organization by translating vision into actionable direction, maintaining consistent follow-through, and implementing initiatives that impact multidisciplinary teams.
  • Demonstrates experience developing and implementing large projects and/or state-wide or federal policy and translating requirements into equitable and effective operational practices.
  • Strong background in building trusted relationships with internal and external partners, including labor representatives, and working collaboratively with unions, while advancing operational priorities and program goals.
  • Empowers leaders through clear expectations, development, and trust, minimizing micromanagement while ensuring accountability, support, and constructive problem-solving.
  • Proven experience leading with integrity and respect, building trust and collaboration across diverse areas of responsibility, with a focus on creating a positive, safe work culture that supports high performance and shared success.

Responsibilities

  • Provide strategic and visionary leadership within the Paid Leave Oregon division.
  • This position supervises and supports all managers and non-management employees and gives ongoing guidance and operational oversight for Paid Leave.
  • Overseeing business areas such as Benefits, Customer Care & Outreach, and Program Support.
  • Provide strategic leadership for the daily operations and ongoing support for all employees within the division.
  • This position also carries out the agency’s affirmative action, diversity, equity, and inclusion goals and responsibilities.

Benefits

  • 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.
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