Director, Software Engineering

About the role

At Chewy, we are seeking a forward-thinking Director of Software Engineering to lead our B2B Vet Clinics organization. This leader will shape the technology vision that enables veterinary practices to operate more efficiently, deliver better patient outcomes, and grow their businesses through modern, AI-enabled software platforms.

Responsibilities

• Own the Technical Vision & Strategy: Define and execute a multi-year technology roadmap for our PIMS platform, balancing near-term business priorities with long-term scalability.

• Architect secure, resilient, multi-tenant SaaS solutions that support veterinary practices across clinical workflows, e-commerce, and partner ecosystems.

• Champion Customer-Centric Innovation: Bring a relentless focus to improving the customer experience for veterinary professionals and pet parents. Leverage emerging technologies, including AI-first solutions, to simplify workflows, increase operational efficiency, and unlock new product capabilities that drive meaningful customer outcomes.

• Build and Develop High-Performing Teams: Lead and grow an engineering organization of approximately 40 engineers and leaders, including Associate Directors and senior ICs. Foster a culture of ownership, technical excellence, continuous learning, and customer obsession while attracting and retaining top engineering talent.

• Operate with a Builder’s Mindset: Thrive in a fast-paced, highly ambiguous environment by bringing a hands-on, scrappy approach to problem-solving. Empower teams to move quickly, experiment boldly, learn from failures, and transform ideas into scalable solutions that deliver business impact.

• Navigate Complex Decisions and Trade-offs: Lead through influence, sound judgment, and strong business acumen. Facilitate healthy debate, challenge assumptions, and drive alignment across stakeholders while balancing competing priorities, technical constraints, customer needs, and business objectives.

• Drive Operational Excellence and Results: Partner closely with Product, Design, Operations, and business leaders to translate ambitious goals into clear execution plans. Own delivery against key business objectives, proactively manage risks and dependencies, and communicate progress, trade-offs, and outcomes effectively to senior leadership.

Requirements

• Demonstrated experience leading engineering organizations that have built and scaled B2B platforms, including full lifecycle ownership from architecture to rollout and adoption.

• Proven experience building and successfully rolling out SaaS software, including multi-tenant systems, subscription models, enterprise integrations, and customer onboarding.

• Experience building software that supports omnichannel environments (online and brick-and-mortar retail), including integration across digital commerce, in-store systems, and operational workflows.

• AI-first mindset, with experience embedding AI/ML capabilities into products to drive automation, intelligence, and differentiated customer value.

• 12+ years of experience in software engineering, with a significant portion in a leadership capacity, including proven experience managing other managers.

• A track record of leading through ambiguity, creating clarity from complexity, and delivering measurable results on multi-faceted, strategic problems.

• 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.

Qualifications

• Bachelor's degree in Computer Science, a related field, or equivalent experience.

• Experience building software for healthcare, veterinary, or regulated industries.

• Experience with AI-driven workflow automation or clinical decision support systems.

• Experience in high-growth B2B, platform-as-a-service, or omnichannel retail technology organizations.

Skills

• Strategic thinking and deliberate action.

• Pragmatic ownership and accountability.

• Data-driven decision making and trade-off management.

• Talent development and coaching.

• Data-informed communication and problem-solving.

• Complex decision-making and stakeholder alignment.

• Operational excellence and goal achievement.

Benefits

• Base salary range: $213,000 - $300,000.00.

• Eligible for 401k and a new hire and annual equity grant.

• C08+ positions may also be eligible for annual bonus.

• Insurance and benefits: medical/Rx, vision, dental, life, disability, hospital indemnity, critical illness, and accident.

• Parental leave, family services benefits, backup dependent care, flexible spending accounts, telemedicine, pet adoption reimbursement, employee assistance program, and discounts.

• Exempt salary team members have unlimited PTO, subject to manager approval.

• Six paid holidays per year.

• Paid sick and family leave in compliance with applicable state and local regulations.

Pay

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.

Schedule

This is an exempt salary position with unlimited PTO, subject to manager approval.