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Director, Software Engineering

Chewy

Salary not specified
Aug 27, 2025
Boston, MA, US
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Chewy is looking to solve complex business challenges and create unparalleled customer experiences by delivering seamless and integrated healthcare experiences for millions of pet parents.

Requirements

  • A demonstrable history of leading engineering organizations that have shipped complex, large-scale platforms in a fast-paced, agile environment.
  • 12+ years of experience in software engineering, with a significant portion in a leadership capacity, including proven experience managing other managers.
  • Deep technical expertise with the ability to operate at depth, guide teams through complex architectural challenges, and maintain an exceptionally high bar for quality.
  • Proven experience authoring strategic documents and technical proposals for executive-level consumption.
  • Experience applying AI/ML to solve real-world business problems.
  • Experience in high-growth technology domains such as e-commerce, healthcare tech, or platform-as-a-service.

Responsibilities

  • Define, communicate, and implement a clear 3-5 year technical roadmap.
  • Champion the adoption of innovative technologies, including AI, to solve complex business challenges and create unparalleled customer experiences.
  • Lead an organization of approximately 40, including Associate Directors and senior individual contributors.
  • Be responsible for hiring, developing, and retaining top-tier talent, fostering a culture of technical excellence, and acting as a dedicated coach to grow the next generation of leaders.
  • Empower your teams to experiment, learn, and deliver breakthrough solutions.
  • Be a key sponsor and driver for internal innovation programs that fuel events like our company-wide Innovation Days.
  • Partner closely with product, design, and business partners to translate ambitious goals into concrete, well-managed execution plans.

Other

  • Lead our B2C Pet Health organization's mission of delivering seamless and integrated healthcare experiences for millions of pet parents.
  • Own complex technical domains, cultivate a world-class engineering culture, and build the teams that are creating the future of pet care.
  • Think strategically and act deliberately.
  • Lead with pragmatic ownership.
  • Be a talent multiplier.