Technical Program Manager

Chewy•Boston, MA

6d•Hybrid

About The Position

Our Team Chewy’s Pet Health team is on a mission to make pet healthcare simpler, more accessible, and a little less stressful for pet parents (and their furry sidekicks). From scaling telehealth to optimizing user experiences across the pet prescription space, we’re building products that genuinely make a difference in how people care for their pets. Engineering is at the heart of that journey. We’re a curious, collaborative group that cares just as much about why we’re building something as how we build. We celebrate wins, learn from missteps without blame, and continuously raise the bar for ourselves and each other. Whether it’s contributing to shared platforms or partnering across teams, you’ll find plenty of opportunities to make a real impact and grow along the way. Our Opportunity Chewy is seeking a Technical Program Manager (TPM), Pet Health Engineering to lead high-impact, cross-functional programs across our Pet Health ecosystem. This role can be based in Boston, MA or Seattle, WA. You will own delivery across critical customer journeys and foundational platforms, including Telemedicine, prescription/Rx workflows, and Pet Insurance. These programs sit at the intersection of customer experience, healthcare workflows, and scalable platform architecture. In this role, you will partner closely with Engineering, Product, Data, and Platform teams to deliver complex, multi-quarter initiatives that directly impact customer experience, operational efficiency, and business growth. As a TPM, you will operate at the intersection of technology, product, and execution. You’ll own end-to-end delivery across distributed systems and influence how we scale Pet Health at Chewy.

Requirements

5+ years of experience as a Technical Program Manager, Program Manager, or similar role delivering large-scale, cross-functional technical initiatives.
Proven experience leading multi-team, multi-system programs in a fast-paced, high-growth environment
Strong technical fluency with distributed systems, APIs, data pipelines, and cloud-based architectures
Ability to engage in architecture discussions, understand system tradeoffs, and influence technical decision-making
Experience managing complex dependencies across engineering, product, data, and business stakeholders
Strong communication skills, with the ability to synthesize complex technical concepts into clear, actionable insights for diverse audiences, including executives
Highly organized, execution-focused mindset with a strong sense of ownership and bias toward action

Nice To Haves

Experience building or scaling customer-facing products in eCommerce or marketplace environments
Experience in healthcare, pharmacy, or other regulated domains
Experience working on systems that span both customer-facing experiences and internal platforms

Responsibilities

Own and drive end-to-end delivery of complex technical programs across Chewy’s Pet Health technology stack, from concept through launch and post-launch optimization
Work with engineers to clarify technical requirements and then turn those into milestones and execution plans
Navigate complex system dependencies across customer-facing applications, backend services, and platform infrastructure
Identify risks, tradeoffs, and bottlenecks early; drive mitigation strategies and escalate effectively when needed
Navigate ambiguity to formulate a plan and drive alignment across teams to achieve that plan
Utilize planning mechanisms that balance business impact, engineering capacity, and operational risk
Partner with engineering teams in architecture and design discussions to understand system tradeoffs and inform execution plans
Establish and drive operational rigor through program reviews, metrics, status reporting, and retrospectives
Drive clear communication and alignment across technical and non-technical stakeholders, including leadership

Benefits

401k
new hire and annual equity grant
annual bonus
medical/Rx insurance
vision insurance
dental insurance
life insurance
disability insurance
hospital indemnity insurance
critical illness insurance
accident insurance
parental leave
family services benefits
backup dependent care
flexible spending accounts
telemedicine
pet adoption reimbursement
employee assistance program
10% off pet insurance
20% off at Chewy.com
unlimited PTO (subject to manager approval)
six paid holidays per year
paid sick and family leave in compliance with applicable state and local regulations