Executive Office & Operations Leader – Honolulu

HMSA; Honolulu (HI); On-site; USD 68,000 - 133,000; Full time

Benefits offered by this job

Incentive bonus

Job summary

HMSA is seeking a senior leader to head Executive Office operations in Honolulu, providing high-touch support to the President and Chief of Staff. The role leads the EA team, manages complex calendars, travel, and governance processes, and oversees an operating budget while coordinating enterprise planning across senior leadership.

Required are a Bachelor's degree and 8+ years in executive support or related areas, with strong communication, governance, and project-management skills, plus

Qualifications

• Bachelor's degree in business administration, communications, health care administration, project management, or related field.
• Eight years of progressively responsible executive support and operations experience, including leading staff.
• Exceptional executive-level written and verbal communication skills for board and executive audiences.
• Ability to design operating rhythms, governance processes, service standards, metrics, and efficient administrative systems.
• Advanced project coordination including scope, milestones, risks, and executive reporting.
• Experience with budget planning, forecasting, expenses, and vendor/contract coordination.
• Knowledge of board operations, governance, records management, and handling confidential information.
• Understanding of health insurance or health plan operations and regulatory context.
• Advanced proficiency with Microsoft 365 applications and collaboration tools.
• Ability to create polished executive and board-level presentations and manage virtual/hybrid meetings; familiarity with AI-enabled productivity tools.

Responsibilities

• Provide comprehensive, high-touch executive support to the President and Chief of Staff.
• Strategically manage a complex calendar and travel arrangements.
• Prepare briefing materials, agendas, and background information for meetings.
• Oversee board and governance materials, logistics, and post-meeting follow-through.
• Lead Executive Office staff and administer operating budgets and vendor contracts.
• Coordinate enterprise planning and cross-functional project initiatives.
• Drive digital transformation using AI tools and Microsoft 365.
• Ensure security, confidentiality, and quality controls in all executive communications.

Skills

Executive support

Calendar management

Communication

Project management

Budgeting

Governance

Microsoft 365

AI tools

Board operations

Education

Bachelor's degree in business administration, communications, health care administration, or project management

Tools

Microsoft 365

PowerPoint

SharePoint

Excel

Job description

HMSA is seeking a senior leader to head Executive Office operations in Honolulu, providing high-touch support to the President and Chief of Staff. The role leads the EA team, manages complex calendars, travel, and governance processes, and oversees an operating budget while coordinating enterprise planning across senior leadership.

Required are a Bachelor's degree and 8+ years in executive support or related areas, with strong communication, governance, and project-management skills, plus