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Chewy Associate Director, Software Engineering in Boston, Massachusetts

Our Opportunity:

Chewy is hiring a Associate Director, Software Development for our Platform Engineering organization in Boston, MA, Plantation, FL, or Minneapolis, MN. As a member of the Cloud Engineering team, you’ll be a key driver of the initiatives belonging to the Platform Engineering team, working to provide strategic and tactical technical input, while managing and improving the team’s effectiveness, quality, and efficiency. This is a manager of managers role. You’ll be leading two functional teams of engineers building and supporting the hybrid cloud platform upon which all Chewy applications and services are hosted. Further, you will collaborate across the engineering organization to create best practices and to help to build the overall ecosystem for Chewy's system and service architecture. In addition to leading two managers and few key senior engineers directly, this role will provide you the ability to spend a portion of your time performing hands-on architecture and development work.

The ideal candidate will have a strong engineering background and proven, hands-on experience managing multiple functional managers (deliver via others) and maturing team operations. Above all other factors, we are looking for smart, driven candidates who want to be part of a culture of innovation and customer service.

What You’ll Do:

  • Manage and lead an org of 20 engineers, reporting to two Software Development Managers responsible for building and maintaining Chewy’s Hybrid Cloud Platform.

  • Drive technical decisions and be accountable for the delivery of solutions on initiatives they own.

  • Drive the team toward execution of corporate strategic objectives

  • Partner with the Platform Business Office (PBO) and internal customers on road map definition and the prioritization of stories and subsequent execution activities.

  • Set high bar for operational effectiveness, technical maturity and quality for all deliverables.

  • Establish technical standards and guidelines to ensure integrity of systems and compliance with company IT standards, policies, and processes.

  • Establish strong working relationships at all organizational levels, across functional teams and organizational boundaries.

  • Ensure service level agreements with business units are met.

  • Review implementations, providing feedback for technical contributors.

  • Evangelize the Platform across engineering organizations to drive continued adoption of the community-owned platform model.

  • Drive the resolution of team impediments and escalate risks as needed.

  • Work with others in IT Management to drive best practices in platform development, deployment, and management.

  • Lead and participate in Quarterly Planning Sessions.

  • Responsible for defining the medium to long term roadmap for the organization.

What You’ll Need:

  • Bachelor’s Degree (MIS or CS preferred) or equivalent with 8+ years of work experience in software development

  • Demonstrated history of implementing and managing software development projects on AWS.

  • 3+ years of experience in delivering/managing via other managers.

  • 3+ years of experience in leading the design, development and deployment of public cloud infrastructure at scale and current hands-on technology infrastructure, network, compute, storage, and virtualization experience.

  • Experience leading highly-available and fault-tolerant enterprise and web-scale platform and/or software deployments.

  • Proven delivery experience working under an Agile/Scrum methodology, performing business requirement analysis and design with strong prioritization skills to identify minimal viable/lovable products.

  • Ability to collaborate with stakeholders to ensure development efforts align with stakeholder needs.

  • Proven ability to rapidly adapt to changing requirements in an evolving technical landscape.

  • Strong negotiation and conflict management skills.

  • Excellent verbal and written communication skills.

  • Experience driving discussions with senior personnel regarding trade-offs, best practices, project management and risk mitigation.

  • Ability to work independently and as a part of cross functional and multidisciplinary teams.

  • Ability to multi-task and prioritize deadlines.

  • Willingness to travel (10%).


  • Experience with Service Oriented Architecture concepts/architectural approach

  • Experience with other public cloud technologies/service providers (AWS, Azure, GCP)

  • eCommerce experience

Chewy is committed to equal opportunity. We value and embrace diversity and inclusion of all Team Members. 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

If you have a question regarding your application, please contact

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