Executive Assistant

WHOOP is on a mission to unlock human performance and healthspan. This role sits at the center of that mission, ensuring our executives operate at maximum leverage. You will go beyond traditional administrative support by building systems, using AI tools, and proactively driving execution across priorities.

Own and optimize complex, fast-moving calendars across two executives, ensuring alignment to priorities and proactively resolving conflicts

Coordinate domestic and international travel end-to-end, including detailed itineraries and seamless execution

Manage high-volume inbound communication across email, Slack, and other channels with strong prioritization and judgment

Prepare executives for meetings by assembling context, materials, and clear objectives; capture notes, track decisions, and ensure follow-through

Build and continuously improve systems that increase executive leverage, including AI-enabled workflows for scheduling, communication, and task management

Identify opportunities to automate or streamline repetitive work, using AI tools and agents to meaningfully expand capacity

Draft, edit, and refine communications with speed and clarity, leveraging AI where appropriate

Partner cross-functionally to drive execution on key initiatives, ensuring stakeholders are aligned and deadlines are met

Manage operational processes such as expenses, approvals, and documentation with accuracy and efficiency

Support team events, offsites, and company initiatives as needed

Operate with high ownership, stepping into both tactical execution and broader problem-solving as needed 

Own the integrity, security, and confidentiality of executive information across all systems, communications, and workflows

5+ years supporting senior executives, ideally supporting multiple leaders simultaneously in a fast-paced environment

Demonstrated ability to anticipate needs, exercise strong judgment, and drive outcomes with minimal direction

Proven track record of building or improving systems, not just maintaining them

Fluency with AI tools (e.g., ChatGPT, automation tools, workflow builders) and a mindset of using them to increase speed and scale

Exceptional organizational skills with the ability to manage multiple priorities without sacrificing quality

Strong written and verbal communication skills, with the ability to draft executive-level communications

High level of discretion, professionalism, and integrity

Comfort with tools such as Google Workspace, Ramp, Slack, Notion, Airtable, and the ability to quickly learn new systems

Bias for action and a willingness to operate across a wide range of responsibilities, from tactical to strategic

Based in Boston with in-office presence Monday through Thursday