Chief of Staff

PEMCO

. Facilitate and continuously improve the enterprise strategy process .

Posted 9/30/2026full-timeRemote • United StatesLead💰 $145,755 - $275,264 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in strategic planning, executive communication, and operational effectiveness, with a strong ability to facilitate cross-functional collaboration and drive enterprise-wide initiatives. Proficient in using digital tools to enhance productivity and support executive decision-making.

Highest-signal resume keywords

Strategic PlanningExecutive CommunicationCross-Functional CollaborationOperational EffectivenessEnterprise-Wide Initiatives

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Strategic PlanningGovernanceBusiness TransformationProgram LeadershipDecision SupportAnalytical SkillsProblem-SolvingMeeting FacilitationExecutive ReportingInsurance Business Operations

Soft Skills

Communication SkillsInfluence Without AuthorityTrust BuildingInitiativeOrganization

Tools & Technologies

AI ToolsDigital ToolsExcelWordPowerPointOutlook

Certifications & Qualifications

Bachelor's DegreeMaster's Degree (MBA Preferred)

Industry Keywords

Insurance OperationsOperational EffectivenessFinancial PerformanceExecutive LeadershipCross-Functional Initiatives

About the role

Key responsibilities & impact

Facilitate and continuously improve the enterprise strategy process
Support implementation and continuous improvement of the Executive Team’s operating model
Support executive-sponsored initiatives requiring enterprise coordination
Plan and facilitate annual strategic planning, including participation, timelines, deliverables, decisions, and communications
Support development and cascade of enterprise priorities, strategic objectives, and initiatives
Monitor enterprise strategy progress and report risks, opportunities, and insights to the Executive Team
Support three- to five-year strategic planning, scenario planning, trade-off discussions, and strategic investment decisions
Partner with the CEO and executives on weekly business updates, priorities, agendas, briefings, and decision-oriented discussions
Manage executive calendars and events, including annual Executive Advances and strategy discussions
Document, communicate, and track executive decisions, action items, and accountability through completion
Partner with executives to prepare Board of Directors meetings and materials
Plan and facilitate executive deep dives and special-topic working sessions
Support and monitor executive-sponsored strategic initiatives; lead or coordinate special projects as assigned
Draft executive communications, presentations, and reports
Foster cross-functional alignment, collaboration, communication, and execution without direct authority
Perform additional responsibilities and special assignments as required by the CEO and Executive Team

Requirements

What you’ll need

Applicants must be a resident and work from Washington, Oregon, or Idaho
Bachelor's degree in Business, Organizational Leadership, Public Administration, Communications, or related field
Master's degree (MBA or related discipline) preferred
10+ years of progressively responsible experience supporting executive leadership, strategy communication, and operationalization
Experience supporting senior executives, executive teams, boards of directors, or complex cross-functional initiatives
Demonstrated success supporting and, as assigned, leading enterprise-wide initiatives across multiple functions
Experience supporting strategic planning, governance, organizational effectiveness, business transformation, or program leadership
Expertise using AI and digital tools to improve productivity and impact
Experience supporting and communicating executive discussions, decisions, and strategic direction
Expertise in executive meeting design, facilitation, decision support, and operating rhythm management
Strong understanding of insurance business operations, operational effectiveness, and financial performance
Strong research, analytical, synthesis, and problem-solving capabilities
Exceptional written, verbal, and presentation communication skills
Ability to convert complex information into clear executive recommendations
Ability to drive outcomes through influence rather than direct authority
Demonstrated success building trust and credibility across organizational levels
Strong business judgment and insurance acumen
Exceptional discretion and confidentiality
Maturity, integrity, and professionalism
Outstanding initiative and organization
Ability to thrive in ambiguity and evolving priorities
Ability to remain effective during change and transformation
Comfortable balancing strategic, tactical, and operational responsibilities
Skilled proficiency in Excel, Word, PowerPoint, and Outlook is required
Highly self-motivated and self-directed; able to work with limited direction
Relentless customer focus and strong customer service orientation

Benefits

Comp & perks

Medical, dental, and vision plans with generous employer premium cost shares
Employer-paid basic life and accidental death & dismemberment insurance
Long- and short-term disability coverage
401(k) plan with generous employer match (2 for 1 on the first 6% employee pre-tax and/or Roth deferral)
Vacation and eight paid holidays
Four floating holidays and up to ten days of sick leave immediately upon hire
Paid bereavement, jury duty, and employee volunteering leave
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