Executive Assistant

Whoop • Boston, MA

6d • Onsite

About The Position

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.

Requirements

• 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

Responsibilities

• 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

Benefits

• WHOOP compensation philosophy is designed to attract, motivate, and retain exceptional talent by offering competitive base salaries, meaningful equity, and consistent pay practices that reflect our mission and core values.
• At WHOOP, we view total compensation as the combination of base salary, equity, and benefits, with equity serving as a key differentiator that aligns our employees with the long-term success of the company and allows every member of our corporate team to own part of WHOOP and share in the company’s long-term growth and success.

What This Job Offers

• Job Type: Full-time
• Career Level: Executive
• Education Level: No Education Listed