Chief of Staff

Are you a trusted advisor who excels at building relationships, bringing people together, and turning priorities into results? Do you enjoy creating structure, improving processes, and helping leaders navigate complex challenges across teams? If so, our Chief of Staff opportunity may be the perfect fit.

What You Will Be Doing…

The Chief of Staff serves as a trusted execution partner, helping leaders translate priorities into action and ensuring strategic initiatives move from concept to measurable results. This is a highly collaborative, relationship-oriented role that influences through trust, diplomacy, and operational excellence rather than direct authority.

Success in this position requires the ability to quickly learn the business, understand organizational context, build credibility with stakeholders, and introduce effective processes, decision-making frameworks, and accountability mechanisms that support long-term success.

As a neutral facilitator, program leader, and problem-solver, the Chief of Staff works across departments to improve organizational effectiveness, strengthen collaboration, and drive execution of key business priorities. You will:

• Lead the planning and execution of strategic initiatives by developing project plans, defining milestones, tracking progress, and ensuring alignment with organizational priorities.
• Partner with leaders across departments to drive cross-functional collaboration, remove obstacles, and ensure successful execution of business objectives.
• Coordinate leadership operating rhythms, including recurring meetings, agendas, action items, and follow-up activities that support organizational effectiveness and accountability.
• Support organizational change initiatives by helping leaders implement new processes, improve ways of working, and drive adoption of operational improvements.
• Identify and proactively address execution risks, organizational challenges, and cross-functional dependencies, escalating issues and recommending solutions when needed.
• Partner with leaders to establish meaningful performance metrics, improve reporting processes, and translate data into actionable insights and recommendations.
• Provide decision-making support for key initiatives by facilitating planning discussions, evaluating options and tradeoffs, documenting decisions, and ensuring clear communication of next steps.
• Lead special projects from concept through implementation, defining success measures, testing solutions, and delivering measurable business outcomes.

Who You Are…

• Ethical and Credible. Low-ego, high-accountability operator with resilience, discretion, and strong follow-through; trusted with sensitive information and able to earn confidence across long-tenured teams while still driving needed change.
• Educated. Bachelor’s degree in business or a related field required; MBA or equivalent graduate degree preferred. 8–12+ years of experience in business operations, management consulting, and program leadership required. Experience with ERISA regulatory requirements, Taft-Hartley pension / health and welfare plans, and vendor contracting is a plus.
• Strategic Partner. Demonstrated ability to build strong relationships, leading cross-functional delivery without formal authority (stakeholder management, influencing, and disciplined follow-through).
• Effective Communicator. Strong written and verbal communication: can create clear executive and stakeholder updates, decision frameworks, and meeting materials.
• Data fluent. Comfortable working with analytics and systems teams. Familiar with the use of AI to support workflows and data analysis.

Who we are...

Northwest Administrators, Inc. is an industry leader in third-party administration of employee benefits. We administer one of the largest multi-employer pension plans in the country, along with numerous large health and welfare plans. As part of our team, you will benefit from many training and development opportunities and can expect a better-than-market benefits package. See what our associates are saying about us at Northwest Administrators Inc. | Careers (nwadmin.com)

If hired, you can expect...

• Starting salary range of $15,400 - $20,840 per month. Pay is dependent on experience, skills, and qualifications.
• Excellent Medical, Dental (w/Ortho), Vision, Rx benefits, disability, life insurance
• Optional benefits include health flex spending & dependent care assistance plans, pet insurance
• Paid Vacation (10 days), Sick Leave (10 days) and Holidays (10 days)
• Generous 401k plan with company base contribution & match
• Work-Life Balance