Director, Software Engineering

Job Description: Our Opportunity At Chewy, it is our mission to be the most trusted and convenient destination for pet parents and partners – vets and service providers – everywhere. Our success is measured by the happiness of the people and pets we serve, not simply by the amount of pet supplies we deliver. That’s why we continue to think of outside-the-Chewy-box ways to delight, surprise, and thank our loyal pet lovers! We are seeking a forward-thinking Director of Software Engineering to lead our B2B Vet Clinics organization, delivering scalable, secure, and intelligent SaaS solutions that power veterinary practices nationwide. This leader will shape the technology vision that enables clinics to operate more efficiently, deliver better patient outcomes, and grow their businesses through modern, AI-enabled software platforms. We are looking for a strategic leader to own complex technical domains, cultivate a world-class engineering culture, and build teams that are creating the future of veterinary practice management and services. This role is suited for a leader who thrives on impact, communicates effectively, and is dedicated to developing individuals while delivering enterprise-grade products. Who You Are You think strategically and act deliberately. Your planning horizon extends beyond quarterly roadmaps to the multi-year strategic vision. Predict challenges, align team goals with business vision, and demonstrate influence on long-term strategy. You lead with pragmatic ownership. You take ultimate accountability for your domain, from strategic roadmap to operational health. You make tough, data-driven decisions, strategically manage trade-offs, and when things go wrong, you own the outcome and the findings without blame. You are a talent multiplier. Your passion is growing engineers and leaders. Demonstrating a solid history of coaching, mentoring, and nurturing growth opportunities for your Team Members. You delegate for growth, not just to offload tasks, and you handle difficult performance conversations with empathy and directness. You influence with data and trust. You build consensus and inspire change through well-reasoned arguments and a deep understanding of the data. You are adept at aligning on scope, managing partner expectations, and guiding collaborators toward more viable solutions to enable your team's success while upholding the integrity of your technical vision. You communicate with exceptional clarity. You build shared purpose and inspire confidence through precise, structured communication. You distill highly complex technical and business problems into clear, actionable strategies that drive focus and execution across your organization. What You'll Do Own the Technical Vision & Strategy: Define and execute a 3–5 year technical roadmap for our PIMS platform used in Vet clinics. Architect scalable, secure, multi-tenant systems that support veterinary practices across digital and physical environments. Ensure seamless workflows across in-clinic experiences, e-commerce, and partner ecosystems. Champion AI-first solutions that enhance workflow automation, clinical insights, and operational efficiency. Build and Develop High-Performing Teams: Lead an organization of approximately 40, including Associate Directors and senior ICs. Hire and retain top-tier talent with SaaS, platform, and omnichannel systems experience. Foster a culture of technical excellence, operational rigor, and customer obsession tailored to B2B software delivery. Drive a Culture of Innovation: 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. Implement with Operational Excellence: Partner closely with product, design, and business partners to translate ambitious goals into concrete, well-managed execution plans. Own key business objectives, proactively de-risk complex projects, and communicate progress, risks, and trade-offs with absolute clarity to senior leadership. What You'll Need Demonstrated experience leading engineering organizations that have built and scaled B2B SaaS 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. Bachelor's degree in Computer Science, a related field, or equivalent experience. Bonus Points 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 SaaS, platform-as-a-service, or omnichannel retail technology organizations. The base salary range for this role is $213,000 - $300,000.00. 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 View email address on click.appcast.io. To access Chewy's California CPRA Job Applicant Privacy Policy, please click here. Watch Here At Chewy, our mission is to be the most trusted and convenient destination for pet parents and partners, everywhere. Rooted in our mission to be the most trusted and convenient destination for pet parents and partners, everywhere, we’re guided by our Chewy Operating Principles (or OPs for short), which serve as a common framework that drives our character, capabilities, ingenuity and operations. Our 10 Operating Principles guide us every day: • Customers First • Deliver Results • Earn Trust • Accelerate Time • Act as an Owner • Debate Openly; Commit Fully • Build High-Performing Teams • Keep it Simple • Think Big