Chief of Staff

PEMCO • Seattle, WA

3d • $145,755 - $275,264 • Hybrid

About The Position

The Chief of Staff facilitates effective executive leadership and helps to operationalize strategic imperatives and initiatives. This management director-level role helps the Executive Team operate with clarity, alignment, discipline, and speed by supporting executive planning processes, operating rhythms, decision-making, communication, and cross-functional coordination. Acting as a trusted liaison between the Executive Team and the broader enterprise – particularly the director team – the Chief of Staff ensures that strategic priorities are translated into actionable goals, executive decisions are documented and executed, and critical initiatives receive the focus and coordination needed to achieve desired outcomes. Working through influence without direct authority, the Chief of Staff helps build organizational alignment, operating performance, and enterprise agility with accountable business leaders and delivery teams. The Chief of Staff is a facilitator of executive team efficiency, effectiveness, and alignment; a key supporter (and as assigned, potential leader) of executive team-sponsored initiatives and strategic execution; and a trusted extension of and liaison between the executive team, senior leaders, and the enterprise. The Chief of Staff enables stronger executive team discussion, decision making, alignment, and accountability to help drive improved enterprise execution and outcomes.

Requirements

• Bachelor's degree in Business, Organizational Leadership, Public Administration, Communications, or related field
• 10+ years of progressively responsible experience supporting executive leadership, strategy communication, and operationalization – insurance industry highly preferred, personal lines insurance ideal
• Experience supporting senior executives, executive teams, boards of directors, or complex cross-functional initiatives – insurance industry highly preferred, personal lines insurance ideal
• Demonstrated success supporting and, as assigned, leading enterprise-wide initiatives that require alignment across multiple functions
• Experience supporting strategic planning, governance, organizational effectiveness, business transformation, or program leadership
• Expertise using AI and digital tools to improve individual and executive team productivity and impact
• Insurance, financial services, or highly regulated industry experience highly preferred
• Experience supporting and communicating executive discussion, decisions, and strategic direction and supporting responsible leaders to operationalize them into measurable priorities, goals, and outcomes
• Expertise in executive meeting design, facilitation, decision support, and operating rhythm management
• Ability to support productive discussions among senior leaders with diverse viewpoints
• Strong understanding of insurance business operations, operational effectiveness, and financial performance
• Ability to connect enterprise trends to strategic implications
• Strong research, analytical, synthesis, and problem-solving capabilities
• Exceptional written, verbal, and presentation communication skills
• Ability to convert complex information into clear executive recommendations
• High emotional intelligence
• Ability to drive outcomes through influence vs. direct authority
• Demonstrated success building trust and credibility across all organizational levels
• Exercises strong business judgment and insurance acumen
• Maintains exceptional discretion and confidentiality
• Demonstrates maturity, integrity, and professionalism
• Demonstrates outstanding initiative and organization
• Thrives in ambiguity and evolving priorities
• Maintains focus, composure, and effectiveness through periods of change and transformation
• Comfortable balancing strategic, tactical, and operational responsibilities
• MS Office: Skilled proficiency in Excel, Word, PowerPoint, Outlook is required
• Independent: Is highly self-motivated and self-directed. The ability to work with limited direction and communicate relevant information to the appropriate levels during times of uncertainty
• Customer First: Has a relentless focus on the customer and dives deep into the challenges they face with a strong customer service orientation

Nice To Haves

• Master's degree (MBA or related discipline) preferred

Responsibilities

• Plan and facilitate the annual strategic planning process; coordinate executive participation, timelines, deliverables, decision points, and communication; synthesize inputs into actionable outputs and next steps.
• Support executive development of enterprise priorities and strategic objectives and initiatives; support the cascade and communication of enterprise priorities and strategic objectives across functions; serve as a resource to directors as they operationalize enterprise priorities, strategic objectives and initiatives.
• Support periodic review of enterprise priority achievement and strategic execution; monitor progress against executive commitments and escalate issues appropriately; provide executive team reporting and insights regarding progress, risks, and opportunities.
• Support development and refinement of three- to five-year strategic plans; support scenario planning, strategic trade-off discussions, and strategic investment decisions; track strategic assumptions, decisions, and next steps.
• Partner with CEO and other executives to identify and manage team priorities and agendas; anticipate and prepare briefings and other necessary materials in advance; facilitate executive discussion to ensure it remains focused, concise, and decision-oriented; document and distribute decisions, action items, follow-up, and accountabilities to ensure executives have the right information at the right time.
• Manage overall executive team calendar and executive team events; support planning of annual Executive Advances and strategy discussions; develop agendas, support content development, distribute pre-work, facilitate discussion, document outcomes; facilitate communication about outcomes with senior leaders to ensure alignment and clarity on decisions, action items, and next steps.
• Document executive team decisions, action items, and needed follow-through; track and ensure decisions are documented, communicated, and monitored through completion; support consistent decision-making practices within executive and director teams.
• Partner with CEO, Chief Governance Officer, and other executive team members to prepare for Board of Director meetings; ensure timely, accurate, appropriate, and effective materials, presentations, and communications.
• As requested, support planning and delivery of executive deep dives and working sessions on special topics; facilitate and coordinate ongoing discussions and actions to operationalize session outcomes.
• Support the development of and monitor progress of key executive-sponsored strategic initiatives; as assigned, lead or coordinate special projects on behalf of the CEO and Executive Team; for assigned initiatives, establish objectives, governance structures, timelines, stakeholder engagement plans, and success measures; ensure effective handoffs of assigned initiatives to accountable business leaders and delivery teams as appropriate.
• Draft executive-level communications, presentations and reports to support enterprise understanding of executive team priorities, decisions, and expectations; act as trusted liaison between the executive team, directors, and the broader organization to strengthen two-way communication channels between leadership and the organization.
• Foster alignment, collaboration, and communication across departments; build relationships that enable effective influence and execution without direct authority; serve as a connector and problem-solver across organizational boundaries.
• Perform additional responsibilities and special assignments as required by the CEO and Executive Team.
• Demonstrate behaviors consistent with PEMCO's policies, values, code of ethics and business conduct.
• Authentically support the PEMCO Brand and constantly are on the lookout for top talent to join us to achieve our Mission to Worry Less and Live More.
• Other duties as assigned.

Benefits

• medical plans
• dental plans
• vision plans
• employer-paid basic life and accidental death & dismemberment insurance policies
• long- and short-term disability benefit coverages
• 401(k) plan, which includes a generous employer match (2 for 1 on the first 6% employee pre-tax and/or Roth deferral, up to federal maximums)
• Vacation
• eight (8) paid holidays
• four (4) floating holidays
• up to ten (10) days of sick leave
• paid time off for bereavement
• paid time off for jury duty
• paid time off for employee volunteering in the community
• Education Assistance Program after one year of service
• Scholarship program for children of PEMCO employees after one year of service
• children’s birthday gift program
• Flexible Spending Accounts
• Employee Assistance Program
• charitable gift matching
• Discretionary bonuses
• Tiered sales commissions and/or incentives

What This Job Offers

• Job Type: Full-time
• Career Level: Manager