Senior Executive Assistant

Join us as we work to create a thriving ecosystem that delivers accessible, high-quality, and sustainable healthcare for all.

Executive Assistant, Chief Product and Operations Officer

We are seeking a strategic Executive Assistant to provide comprehensive operational and administrative support to our EVP and Chief Product and Operations Officer (CPOO). This is a founding role designed to establish and elevate executive support operations within our newly expanded CPOO organization. You will serve as a key partner in driving efficiency, strategic calendar management, cross-functional coordination, and operational excellence across the executive suite and corresponding teams.

This is a hybrid role based in our Boston, MA office with an in-office expectation of 4 days/week.

This role requires exceptional organizational skills, strategic thinking, and the ability to anticipate needs while managing competing priorities in a fast-paced environment. You will own calendar and logistics management, and partner with the CPOO’s Chief of Staff to support divisional operations, project management and key communications., You will help establish best-in-class workflows that optimize executive and team capacity, while leveraging AI tools to drive automation and efficiency.

But enough about us; let's talk about you.

You are a proactive, strategic professional with deep expertise in executive operations and a passion for process improvement. You excel at managing complexity and identifying opportunities to leverage technology and automation. You are intentionally planning calendar management two weeks to four months in advance, while also ready to react to urgent needs requiring immediate updates. You communicate with exceptional clarity across all organizational levels, handle confidential information with discretion, and are excited to build and evangelize new workflows that elevate team performance.

Responsibilities include but are not limited to:

Strategic Calendar and Operations Management:

• Manage executive calendar with strategic foresight, operating two weeks to four months ahead to anticipate needs and optimize time allocation

• Provide daily calendar preparation and email briefings to ensure executive readiness for upcoming priorities

• Proactively identify scheduling conflicts and resolve competing priorities with minimal executive involvement

• Design and implement thoughtful calendar management processes that reflect executive priorities and maximize productivity

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Project Management and Cross-Functional Coordination:

• Co-own and manage operations project management alongside the Chief of Staff

• Drive cross-functional collaboration and communication across the organization to ensure alignment and efficiency

• Partner with the Chief of Staff and Communications teams on internal communications coordination for the CPOO organization

• Identify process improvement opportunities and implement iterations that enhance team productivity and capacity

• Establish and maintain workflows that optimize executive and team time

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AI and Technology Leadership:

• Leverage AI and productivity tools to drive automation, quality, and accuracy in executive operations and administrative workflows

• Evangelize new and evolving tools across the team to enhance capabilities and operational success

• Stay current on emerging technologies and identify opportunities to integrate them into daily operations

• Help team members level up their use of technology and operational best practices

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Traditional Executive Support:

• Arrange detailed travel plans, itineraries, and meeting agendas

• Process expense reports and manage invoices with accuracy and attention to detail

• Prepare and format professional reports and presentations, including content development

• Serve as a professional point of contact for internal and external stakeholders

• Research, prioritize, and follow up on incoming issues and requests

• Complete ad hoc assignments as directed by leadership

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Education, Experience, &

Skills:

• Bachelor's degree preferred or equivalent experience in a strategic executive support role

• 5+ years of Executive Assistant experience supporting C-suite or senior executives; experience in technology…