Chief of Staff

About the Role

Chewy is looking for a Chief of Staff to support the President of Chewy Health in one of the company's most pivotal and fast-growing segments. This role acts as a central figure in shaping and driving the strategic direction and operational execution across Chewy Health’s pharmacy, clinical services, regulatory, partnerships, product, and customer experience areas.

Key Responsibilities

• Function as a trusted advisor and daily partner to the President of Chewy Health.
• Refine and clearly communicate long-term strategies, ensuring alignment with broader company objectives.
• Transform strategic plans into detailed roadmaps, measurable KPIs, and collaborate across functions on execution.
• Develop executive-level presentations, board materials, business reviews, and frameworks for decision-making.
• Organize and prioritize critical business issues to support data-driven decisions.
• Lead and manage high-priority initiatives from ideation through successful completion.
• Set clear program scopes, milestones, accountability, and success criteria.
• Recognize risks, trade-offs, and dependencies across clinical, pharmacy, operational, marketing, finance, and technology teams.
• Ensure accountability and address obstacles to achieve timely, quality results.
• Establish and improve operating rhythms including leadership meetings, planning cycles, and business reviews.
• Represent the President in various meetings, preparing materials and driving follow-ups.
• Collaborate with external partners in the wider pet healthcare ecosystem as necessary.
• Proactively identify risks and coordinate mitigation efforts.
• Detect process or structural gaps and create scalable solutions.

Qualifications

• Bachelor’s degree in Business, Healthcare Administration, or a related discipline.
• Over 10 years of experience in strategy, operations, healthcare, consulting, or business leadership roles.
• Proven record managing complex, cross-functional initiatives from strategy development to execution.
• Strong business and operational insight, especially in healthcare, pharmacy, or regulated industries.
• Experience supporting senior leadership in dynamic, matrixed organizations.
• Skilled in building and scaling operational frameworks and performance management systems.
• Excellent communication skills, including preparing materials for executive and board level.
• Data-focused approach to priority setting, problem solving, and decision making.
• Effective stakeholder management and influence across diverse teams.
• Ability to foresee business needs and develop proactive strategies.

Additional Preferred Experience

• MBA or advanced graduate degree.
• Background in healthcare services, digital health, pharmacy, or similarly regulated sectors.
• Leadership experience at Director level or above.
• Previous roles as a Chief of Staff or Technical Advisor.
• Experience working in tech-forward, high-growth companies.

Equal Opportunity Employer Statement

Chewy provides equal employment opportunities to all qualified individuals regardless of race, color, ancestry, national origin, gender, citizenship, marital status, religion, age, disability, gender identity, genetic test results, veteran status, or other protected characteristics. Reasonable accommodations are available for applicants with disabilities or religious needs upon request during the hiring process.