Deputy Chief of Staff

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.

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

QUALIFICATIONS:

• This role is unique, and we’re open to considering candidates from a range of backgrounds. In general, we expect the successful candidate will have 3-6 years of experience. This experience might take the following forms:

  • Spent time as an associate or analyst at a top-tier consulting firm or investment bank

  • Worked in business development or business operations at a major tech company 

  • Served as an officer in the U.S. military with demonstrated ability leading teams and supporting more senior officers 

  • Hustled as an assistant or advisor to a senior sports agent or Hollywood executive 

  • Served as a legislative assistant or press secretary to a U.S. Senator or Congressman 

• 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.

Interested in the role, but don’t meet every qualification? We encourage you to still apply! At WHOOP, we believe there is much more to a candidate than what is written on paper, and we value character as much as experience. As we continue to build a diverse and inclusive environment, we encourage anyone who is interested in this role to apply.

WHOOP is an Equal Opportunity Employer and participates in E-verify to determine employment eligibility. It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

The 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.

The U.S. base salary range for this full-time position is $140,000 - $190,000. Salary ranges are determined by role, level, and location. Within each range, individual pay is based on factors such as job-related skills, experience, performance, and relevant education or training. 

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

These ranges may be modified in the future to reflect evolving market conditions and organizational needs. While most offers will typically fall toward the starting point of the range, total compensation will depend on the candidate’s specific qualifications, expertise, and alignment with the role’s requirements.