Chief of Staff

Job Description:

Our Opportunity

Chewyis seeking a Chief of Staff to support the President of Chewy Health. This is a highly visible role responsible for driving clarity alignment and execution across one of Chewys most strategic and complex growth businesses.

As a trusted advisor and operational partner to the President this leader will help shape and operationalize Chewy Healths strategy while ensuring disciplined execution against key priorities. The Chief of Staff will develop a comprehensive understanding of Chewys healthcare ecosystemincluding pharmacy clinical services regulatory considerations partnerships product and customer experienceand translate strategy into structured plans measurable outcomes and scalable operating mechanisms.

This role requires strong business judgment operational rigor executive presence and the ability to navigate complexity in a fast-paced regulated environment. The ideal candidate is both framework-oriented and execution-focusedequally comfortable advising at the strategic level and driving cross-functional initiatives to completion.

What Youll Do

• Serve as a trusted advisor and day-to-day thought partner to the President of Chewy Health.

• Help refine and articulate Chewy Healths long-term strategy ensuring alignment with enterprise priorities.

• Translate strategic direction into actionable roadmaps measurable KPIs and cross-functional plans.

• Prepare executive-level materials board-ready content business reviews and decision frameworks.

• Organize and prioritize critical issues to enable effective data-driven decision-making.

• Lead and coordinate high-priority cross-functional initiatives from concept through delivery.

• Define scope milestones accountability structures and success metrics for key programs.

• Identify risks trade-offs and interdependencies across clinical pharmacy product operations marketing finance and technology.

• Drive accountability and remove execution barriers to ensure on-time high-quality outcomes.

• Establish and refine operating rhythms (leadership meetings goal-setting processes business reviews planning cadences).

• Represent the President in meetings and forums as appropriate; manage pre-work facilitate discussions and ensure follow-through.

• Coordinate with external partners within the broader pet healthcare ecosystem when needed.

• Surface risks proactively and coordinate mitigation strategies.

• Identify structural or process gaps and implement scalable solutions.

What Youll Need

• Bachelors degree in Business Healthcare Administration or related field

• 10 years of experience in strategy operations healthcare consulting or business leadership roles

• Demonstrated success leading complex cross-functional initiatives from strategy through execution

• Strong business and operational acumen ideally within healthcare pharmacy or regulated industries

• Experience supporting senior executives in high-growth matrixed environments

• Proven ability to build and scale operating mechanisms and performance management processes

• Exceptional written and verbal communication skills including executive-level materials development

• Data-driven approach to prioritization decision-making and problem-solving

• Strong stakeholder management and influence skills across diverse teams

• Ability to anticipate future business needs and build proactive solutions

Bonus

• MBA or advanced degree

• Experience in healthcare services digital health pharmacy or regulated environments

• Senior leadership experience (Director level)

• Previous experience as a Chief of Staff or Technical Advisor

• Experience in high-growth tech-enabled organizations

Chewy is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race color ancestry national origin gender citizenship marital status religion age disability gender identity results of genetic testing veteran status as well as any other legally-protected characteristic. If you have a disability under the Americans with Disabilities Act or similar law and you need an accommodation during the application process or to perform these job requirements or if you need a religious accommodation please contact .

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