Senior CEO Executive Assistant

athenahealth • Boston, MA

1d

About The Position

Join us as we work to create a thriving ecosystem that delivers accessible, high-quality, and sustainable healthcare for all. Sr. 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 (CP&OO). This is a founding role designed to establish and elevate executive support operations within our newly expanded CP&OO 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 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 CP&OO’s Chief of Staff to support divisional operations, daily/weekly/monthly/quarterly/annual operations, 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.

Requirements

• 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 or healthcare organizations preferred
• Exceptional written and verbal communication skills with ability to interact professionally and strategically across all organizational levels
• Deep expertise in operational best practices for highly busy executives
• Experience leveraging AI tools and automation technologies to drive efficiency and quality
• Proven ability to identify process improvements and implement operational iterations
• Strong relationship-building skills with internal and external stakeholders
• Proficiency in Microsoft Office Suite (Outlook, Word, Excel, PowerPoint, OneDrive, SharePoint, and Teams)
• Excitement about learning, adopting, and evangelizing new tools and technologies
• Strategic thinker who operates with 2-6 weeks of foresight and anticipates executive needs several months out
• Proactive problem-solver who identifies opportunities for improvement without being asked
• Founding mindset - excited to build and establish best-in-class EA operations within a newly expanded organization
• Ability to work independently and as part of a cross-functional, cross-geography team
• High degree of discretion and confidentiality in handling sensitive information
• Demonstrates initiative, flexibility, and adaptability in a dynamic environment
• Commitment to excellence and continuous improvement in all aspects of work
• Ability to act as a model athenista: tenacious, teacher, learner, and customer-oriented

Responsibilities

• 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
• AI and Technology Leadership: Leverage AI and productivity tools to drive automation, quality, and accuracy in executive operations and administrative workflows
• Identify process improvement opportunities and implement iterations that enhance team productivity and capacity
• 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
• 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
• Own agenda management for leadership meetings and corresponding follow-up communications
• Partner with the Chief of Staff and Communications teams on internal communications coordination for the CP&OO organization
• Lead and support ad hoc assignments as needed with support from the CP&OO and/or Chief of Staff

Benefits

• Along with health and financial benefits, athenistas enjoy perks specific to each location, including commuter support, employee assistance programs, tuition assistance, employee resource groups, and collaborative workspaces — some offices even welcome dogs.
• We also encourage a better work-life balance for athenistas with our flexibility.
• While we know in-office collaboration is critical to our vision, we recognize that not all work needs to be done within an office environment, full-time.
• With consistent communication and digital collaboration tools, athenahealth enables employees to find a balance that feels fulfilling and productive for each individual situation.
• In addition to our traditional benefits and perks, we sponsor events throughout the year, including book clubs, external speakers, and hackathons.
• We provide athenistas with a company culture based on learning, the support of an engaged team, and an inclusive environment where all employees are valued.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level