Executive Director, Health Product & Engineering Chief of Staff

Role Overview

We’re building a world of health around every individual — shaping a more connected, convenient and compassionate health experience. As a key member of the Health
100 Product & Engineering leadership ecosystem, the Chief of Staff serves as a strategic advisor to the SVP, Health
100 Chief Data & Technology Officer. This highly visible role enables sustained strategic focus, helps leaders stay aligned on priorities, and ensures the organization moves decisively in support of the Health
100 mission and product portfolio.

• Act as a force multiplier for the leadership team, driving execution and delivering outcomes amid enterprise scale and complexity.
• Navigate organizational and administrative obstacles to keep work moving forward, ensuring clear decision and information flows across product, engineering, design, and operations.
• Escalate only those issues that materially impact portfolio vision, strategy, or execution.
• Represent executive and organizational positions to leadership, the broader organization, and external stakeholders.

• 15+ years of experience in a technology environment, including at least 5 years in a senior leadership role influencing enterprise-level strategy and business decisions.
• Demonstrated ability to anticipate executive needs and act as an empowered representative across a broad range of organizational topics, including preparing correspondence, messaging, and talking points with minimal direction.
• Proven experience serving as a neutral broker and trusted thought partner to senior executives — connecting data and decision points across teams, clarifying decision space, and ensuring the right leaders make the right decisions at the right time.
• Strong strategic planning and cross‑functional coordination skills, with the ability to identify decisions that need to be made, surface them to appropriate decision-makers, and monitor execution without driving outcomes personally.
• Ability to distinguish between issues that require executive attention and those that can be resolved at a lower level.
• Excellent written and verbal communication skills.
• Proven ability to operate in complex, multi‑stakeholder environments, navigating internal partner and client relationships with credibility and sound judgment.
• Highly collaborative leader comfortable working across product, engineering, design, and operations in fast‑paced, cross‑functional environments.
• Demonstrated success managing multiple high‑priority initiatives simultaneously, with strong project management, prioritization, and organizational skills and exceptional attention to detail.
• Experience operating in a product‑oriented model, understanding how engineering, product, and design partner to deliver customer and business value.
• Proven ability to thrive in a fast‑moving, fast‑evolving, startup‑like environment inside a large enterprise.
• Ability to work with significant autonomy, maintaining strong ownership, accountability, and execution rigor.

Pay Range: $ - $ (annual salary). The base salary will vary based on experience, education, geography, and other factors. The position is eligible for bonus, commission, or short‑term incentive programs and an award target in the company’s equity award program.

• Medical, dental, and vision coverage
• Paid time off
• Retirement savings options
• Wellness programs
• Other resources based on eligibility

Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.

Application window closes on 06/15/2026.