Executive Director

Executive Director – The Position

Worksystems is seeking a dynamic, relationship-focused Executive Director committed to improving the quality of the workforce in the City of Portland and Multnomah and Washington counties.

The Executive Director is responsible for strategic, fiscal, and program oversight and overall leadership for the organization. Responsibilities include leading and implementing a comprehensive strategic vision, producing a financially sound budget, developing and maintaining strong relationships and partnerships, managing staff, and supporting effective collaboration throughout the region and state.

The Executive Director provides strategic leadership for the regional workforce system by coordinating and aligning workforce partners to support individual prosperity and advance business competitiveness. Through strong, inclusive partnerships, the Executive Director integrates resources, systems, and community priorities into a cohesive and responsive workforce system. Reporting to the Board, the Executive Director ensures strong organizational performance by overseeing efficient day-to-day operations, technology, and compliance with all legal and regulatory requirements, while proactively managing risk and maintaining accountability.

The Executive Director is energized by the opportunity to lead Worksystems, serving as a strategic convenor to maximize regional resources and promote the most efficient, accessible, and effective public workforce system. The successful candidate is an exceptional communicator and storyteller, capable of clearly articulating the organization’s mission, vision, strategy, and values internally and externally. The Executive Director demonstrates strong strategic leadership and sound judgment, grounded in big-picture thinking and disciplined prioritization.

They establish a clear vision and “north star,” translating strategy into action to guide the organization toward its goals. A thoughtful, measured leader, the Executive Director balances innovation with a deep commitment to strengthening core programs and focuses limited time and resources where they matter most.

Effective leadership in this role also requires political acumen and external credibility. The Executive Director understands the political, funding, and cultural landscape. They are comfortable engaging with elected officials and advocating persuasively for resources while adhering to compliance and regulatory requirements. Internally, the Executive Director is a people-centered, emotionally intelligent leader who builds trust, empowers staff, and fosters a culture of accountability, learning, and inclusion.

They trust and value staff expertise, set clear expectations, and provide teams with the autonomy, feedback, and support needed to deliver results.

The Executive Director contract is at the discretion of the Board, with an expected salary range of $225,000 - $245,000 annually, and will depend on the qualifications of the successful candidate. Worksystems offers a comprehensive array of valuable benefits to protect employees’ health, family, and way of life. We believe in supporting the whole person, and our benefits reflect taking care of your well‑being and that of your loved ones, achieving balance in outside‑of‑work pursuits, and giving back to the community.

Employees also enjoy the day‑to‑day flexibility of working from home or from our office in downtown Portland. More details can be found here.

Applications will be accepted electronically by Raftelis at  Applicants complete a brief online form and are prompted to provide a cover letter and resume. For full consideration, please apply by Tuesday, February 17, 2026.

At least ten years of executive leadership experience is required, including experience leading in a complex, multi‑stakeholder organization and managing professional, senior‑level staff. A diverse background with direct knowledge of the Federal Workforce Innovation and Opportunity Act (WOIA) is essential, as is strong workforce development experience, including public workforce systems. An understanding of how to…