WHOOP

Technology

DeputyChiefofStaff

$140–190k Boston, Massachusetts, United States FULL TIME
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Mid+ candidates.

The Brief

“Deputy Chief of Staff at WHOOP. Skills: Program management, Strategic initiatives, CEO preparation, Strategy translation. Serve as program manager. Drive execution across teams”

Industry & Context.

Technology
Problems you'll solve

Navigate ambiguity; Drive outcomes

Eligibility Requirements

Provide support on weekends, Travel as needed

What They're Looking For.

Must Have

3-6 years of experience, Exceptional organizational skills, High level of discretion, Demonstrated ability to operate with urgency, Creative problem-solving mindset, Commitment to embracing AI tools

Nice to Have

Experience at top-tier consulting firm, Experience at investment bank, Worked in business development, Worked in business operations, Served as officer in U.S. military, Hustled as assistant to sports agent, Hustled as advisor to sports agent, Hustled as assistant to Hollywood executive, Hustled as advisor to Hollywood executive, Served as legislative assistant, Served as press secretary

What You'll Do.

Serve as program manager

Drive execution across teams

Drive accountability across teams

Drive communication across teams

Prepare briefing materials for CEO meetings

Synthesize key insights for meetings

Synthesize risks for meetings

Synthesize recommendations for meetings

Ensure timely follow-through on action items

Act as central liaison across teams

Facilitate communication across teams

Drive clarity on priorities

Support CEO communications

Plan high-impact events

Execute high-impact events

Plan high-impact meetings

Execute high-impact meetings

Plan high-impact engagements

Execute high-impact engagements

How You'll Work.

Team & Collaboration

Partner with CEO; Partner with Chief of Staff; Drive alignment across organization; Drive execution across organization; Drive communication across organization; Partner with cross-functional stakeholders; Partner with VP Corporate Development; Partner with IR

Communication Scope

Internal messaging; External communications; Social media; Written communication; Verbal communication

Process & Methodology

Cross-functional project management

Full Job Description

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,

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