Executive Design Leadership Jobs in Boca Raton, FL

We are hiring awesome humans, and we hope that includes you!

Are you looking for more than just a job? At Chewy, you’ll find yourself on a career path with other awesome humans, like yourself. You’ll be part of a culture that values everything that you do, who you are, and the goals you have set for your career. We want to give you the opportunity to grow, earn competitive pay, and be happy while you do it. Sounds simple, but we love it.

Your Opportunity:

Chewy is seeking an experienced and strategic Director, Executive Talent to lead the design, execution, and continuous evolution of programs supporting the full lifecycle of our executive population. The Executive Talent Director is responsible for designing and leading Chewy's development strategy for the executive population. This role will create personalized, high-impact growth experiences that accelerate executive readiness, align individual development with business priorities, and prepare leaders for future opportunities. Through building executive career pathways, identifying critical development needs, and partnering closely with HR and business leaders, this role will strengthen succession pipelines, cultivate future-ready leadership capabilities, and ensure Chewy has the executive talent needed to drive long-term growth and innovation. 

What You’ll Do:

Drive the end-to-end Executive Experience 

• Assess the executive value stream, mapping the full executive lifecycle to identify opportunities for greater consistency, efficiency, and impact across all executive touchpoints. 
• Identify pain points, process gaps, and moments that matter throughout the executive experience, leveraging data and executive feedback to drive continuous improvement. 
• Partner closely with Executive Recruiting, Executive Compensation, Executive Talent Management, HR Business Partners, and business leaders to deliver a cohesive, integrated executive experience. 
• Establish cross-functional governance and operating rhythms to align stakeholders, remove friction, and ensure exceptional execution across the executive talent lifecycle. 
• Design and implement bespoke executive programs and experiences that reflect Chewy's leadership expectations and reinforce a best-in-class employee experience. 
• Create standards, tools, and playbooks that enable a consistent, personalized experience while accommodating the unique needs of individual executives. 
• Measure the effectiveness of executive talent experiences through defined success metrics, executive feedback, and business outcomes, using insights to continuously elevate the experience. 
• Champion an executive-first mindset across partner teams, ensuring every interaction reinforces trust, engagement, and readiness for current and future leadership responsibilities. 
• Work closely with Internal Communications to enhance strategies for bringing the executive population together for cross functional collaboration and strategic planning.  

Executive Onboarding & Integration 

• Design and oversee executive onboarding experiences that accelerate time-to-impact and successful integration into Chewy's culture and operating model. 
• Partner with business leaders, HRBPs, and executive stakeholders to create tailored onboarding plans for newly hired and promoted executives. 
• Monitor onboarding effectiveness and continuously improve executive assimilation practices. 

Executive Development & Coaching 

• Develop and implement executive development strategies aligned to Chewy's business priorities and leadership expectations. 
• Oversee executive coaching programs, including coach selection, program design, measurement, and governance. 
• Partner with executives to identify development priorities and create personalized growth plans. 
• Design leadership experiences that strengthen executive capability, organizational effectiveness, and enterprise leadership. 
• Create skills-based readiness paths to strengthen succession planning, building a ready now bench of talent.
• Develop frameworks and tools to assess leadership readiness, identify talent risks, and strengthen executive pipelines. 

What You'll Need 

• 10+ years of experience in Executive Talent or similar HR function, with 5+ leading others 
• Experience leading, managing, and executing large-scale transformational projects 
• Bachelor's degree in Human Resources, Organizational Development, Business, Psychology, or related field; advanced degree preferred. 
• Experience designing and leading executive-level talent programs within a complex, fast-paced organization. 
• Strong understanding of executive assessment, succession planning, leadership development, and executive coaching practices. 
• Exceptional consulting, facilitation, communication, and stakeholder management skills. 
• Ability to balance strategic thinking with operational execution and program delivery. 

Preferred Qualifications 

• Experience supporting executive populations in high-growth or large-scale organizations. 
• Executive coaching certification or experience managing executive coaching programs. 
• Experience building and deploying experiential learning programs.  
• Familiarity with talent assessment methodologies and leadership effectiveness frameworks. 
• Proven ability to influence senior leaders and drive enterprise-wide talent initiatives. 

Success in this Role:

Successful candidates will be strategic talent leaders who can translate business priorities into executive talent strategies, build strong relationships with senior stakeholders, and develop systems that ensure Chewy has the leadership capability, succession depth, and executive effectiveness required to support continued growth. 

What You’ll Get:

• A place where you can be your authentic self and grow your career. Our pet parents and partners are from everywhere--different places and different walks of life. It is what makes them unique. Likewise, Chewtopians are encouraged to bring their perspectives to deliver on our mission!
• Work in a culture that cares, with managers who value you and your career journey. Be empowered to think big, thrive on delivering results, and to become your best.

• Development of meaningful connections with a diverse group of Chewtopians through Team Member Resource Groups and celebrate inclusivity with various company events, programs, and activities.​​​​​​​
• Comprehensive medical, dental, vision benefits, in addition to wellness programs and resources, enabling you to be your best self in and outside of work.

• The specific salary offered to a candidate may be influenced by a variety of factors including but not limited to the candidate’s relevant experience, education, and work location. In addition, this position is eligible for 401k and a new hire and annual equity grant. C08+ positions may also be eligible for annual bonus.

We offer different types of insurance and benefits, such as medical/Rx, vision, dental, life, disability, hospital indemnity, critical illness, and accident. We offer parental leave, family services benefits, backup dependent care, flexible spending accounts, telemedicine, pet adoption reimbursement, employee assistance program, and many discounts including 10% off pet insurance and 20% off at Chewy.com. 

Exempt salary team members have unlimited PTO, subject to manager approval. Team members will receive six paid holidays per year. Team members may be eligible for paid sick and family leave in compliance with applicable state and local regulations. 

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 CAAR@chewy.com.

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