- Support the President & COO in setting enterprise strategy, shaping organizational focus, and coordinating across business functions. Provide leadership and direction ensuring high priority corporate strategy initiatives are clearly scoped, well resourced, and executed with accountability and enterprise impact. Serve as a central orchestrator between strategy development and execution, partnering closely with the Enterprise Acceleration Office (EAO) to ensure alignment and integration. Translate strategic priorities into actionable plans with clear milestones, decision paths, interdependencies, and follow through mechanisms. Provide executives with decision ready insights, including financial, operational, strategic, and risk related perspectives. Identify and resolve misalignments, competing priorities, and execution bottlenecks across the enterprise.
- Lead planning, agenda design, decision framing, and follow through for enterprise leadership forums. Ensure executives receive clear, concise, and integrated materials that synthesize cross functional perspectives. Facilitate intentional and meaningful connection points between the CEO, President & COO, CAO, and leaders across the organization. Maintain ongoing visibility into enterprise operations to proactively surface issues requiring executive attention.
- Provide leadership and oversight oensuring the executive office operates with consistency, rigor, and enterprise first prioritization. Establish expectations and performance standards for executive office operations, workflows, and communication rhythms.Provide functional oversight of Executive Assistants (via the Manager, Executive Office), ensuring they operate as a coordinated, high trust team aligned to executive intent and strategic priorities. Ensure executive calendars, workflows, and administrative processes enable focus on the highest value enterprise priorities.
- Coordinate development of enterprise incentive goals. Prepare high quality Board and committee materials integrating financial, operational, and strategic insights. Oversee board compensation policy and practices. Maintain governance discipline, accuracy, and timeliness across all board related workflows.
- Partner with Enterprise Risk Management (ERM) to surface operational, financial, compliance, and strategic risks. Ensure executives have the data, context, and scenario analysis needed to evaluate risks and mitigation options. Integrate risk insights into enterprise strategy, operating plans, and leadership team discussions. Serve as an early detection point for organizational issues that may impede execution, alignment, or performance.
- Reinforce leadership expectations, shared norms, and a culture of accountability and transparency. Ensure consistent and coordinated messaging from top executives. Facilitate intentional engagement between senior leaders and key stakeholders to strengthen cohesion and reduce silos. Foster trust and alignment across senior officers through structured communication routines and cross functional integration.
- Lead high impact, cross enterprise initiatives requiring executive sponsorship and coordination. Represent the CEO, President & COO, and CAO as a delegate when appropriate to maintain momentum and continuity. Manage and negotiate sensitive contracts and executive level agreements on behalf of the President & COO and CAO, ensuring financial rigor, confidentiality, and alignment with enterprise goals. Navigate sensitive organizational, strategic, or personnel matters with discretion, sound judgment, and executive maturity.
- Bachelor's degree and six years of related experience; or equivalent combination of education and experience.
- Three years of leadership experience.
Skills Required
- Bachelor's degree and six years of related experience or equivalent combination of education and experience
- Three years of leadership experience
HMSA Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about HMSA and has not been reviewed or approved by HMSA.
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Healthcare Strength — Medical and dental coverage are described as solid, with preventive services and select zero‑cost features adding value in recent plan years. Employer-sponsored plans can have affordable premiums in certain groups and broad access options.
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Retirement Support — A 401(k) with company match and potential discretionary contributions forms a strong component of total rewards. Retirement support complements the core medical and dental package.
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Leave & Time Off Breadth — Paid holidays and PTO that increases with tenure provide meaningful time‑off flexibility. Time‑away benefits scale with service length.
HMSA Insights
What We Do
The Hawaii Medical Service Association (HMSA), an independent licensee of the Blue Cross and Blue Shield Association, is a reliable name in Hawaii health care. Established in 1938, we are the largest and most experienced provider of health care coverage in the state. Over half of Hawaii’s population have chosen HMSA for their health care coverage. We are dedicated to providing quality, affordable health plans; employee benefit services; and worksite wellness programs. HMSA also offers a variety of programs, services and support to help improve the health and well-being of our members and community.








