Deputy Chief of Staff

Whoop • Boston, MA

3d • $140,000 - $190,000 • Onsite

About The Position

At WHOOP, we’re on a mission to unlock human performance and healthspan. WHOOP empowers members to perform at a higher level through a deeper understanding of their bodies and daily lives.

WHOOP is hiring a Deputy Chief of Staff to join the Office of the CEO, operating at the center of the company’s most critical priorities. In this role, you will partner closely with the CEO and Chief of Staff to drive alignment, execution, and communication across the organization. You will serve as a highly trusted generalist, leading high-impact initiatives, ensuring the CEO is prepared for key engagements, and helping translate strategy into action across WHOOP.

This role embodies our company’s core value of “high intensity, high humility.” It is not a 9-5 job. It requires relentless drive and a willingness to operate at a sustained hustle. Some tasks will feel more administrative. Some tasks will be very strategic. Days will be long and challenging but immensely rewarding. Former Deputy Chiefs of Staffs have led cross-functional project management for major product launches, helped build new business ventures from 0 to 1, supported the execution of major events, and served as the primary point of contact for key strategic partnerships.

This is an exceptional, career-defining opportunity for the right candidate, offering unparalleled exposure to the highest levels of leadership at WHOOP. The trajectory of the role speaks for itself: the most recent Deputy Chief of Staff advanced to a Vice President position and joined the WHOOP management team within just a couple years.

Requirements

• Exceptional organizational skills and attention to detail, with the ability to manage multiple priorities in a fast-paced environment
• Strong written and verbal communication skills, with the ability to distill complex information into clear, actionable insights
• High level of discretion and integrity, with experience handling sensitive and confidential information
• Demonstrated ability to operate with urgency, ownership, and accountability in high-intensity environments
• Creative problem-solving mindset with the ability to navigate ambiguity and drive outcomes
• Passion for health, fitness, and technology
• Willingness to work in-person from the WHOOP Boston HQ five days a week, provide support on weekends, and travel as needed
• Strong commitment to embracing and leveraging AI tools in day-to-day tasks, ensuring AI-assisted work aligns with the same high-quality standards as personal contributions.

Responsibilities

• Serve as a program manager for high-priority, cross-functional initiatives, driving execution, accountability, and communication across teams
• Prepare comprehensive briefing materials for CEO meetings, partnering with cross-functional stakeholders to synthesize key insights, risks, and recommendations, and ensure timely follow-through on action items
• Act as a central liaison across teams, facilitating communication and driving clarity on priorities emerging from the Office of the CEO
• Support CEO communications, including internal messaging, external communications, and social media, ensuring consistency and clarity of voice
• Partner with VP, Corporate Development and IR on key projects and initiatives
• Plan and execute high-impact events, meetings, and engagements for the CEO and broader organization

Benefits

• In addition to the base salary, the successful candidate will also receive benefits and a generous equity package.

What This Job Offers

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