Job Description:

Our Opportunity:

Chewy is dedicated to being the most trusted and convenient online destination for pet parents (and partners), everywhere.

You are a Senior Technical Program Manager – Payments that will lead strategy, planning, and execution across Chewy’s end-to-end payments and gift card ecosystem. Based in Boston, MA or Bellevue, WA, this role will serve as a single-threaded owner for complex, high-impact initiatives spanning checkout, authorization, fraud, settlement, and financial partner integrations across our e-commerce and Healthcare platforms. You will drive alignment across teams, navigate ambiguity, and deliver scalable, reliable payment experiences critical to Chewy’s business.

What You’ll Do:

• Own portfolio management for the Payments domain, driving roadmap alignment and coordination among multiple groups (checkout, payments processing, fraud, finance, analytics), ensuring transparency at all levels including executive leadership.

• Act as the end-to-end lead for large, cross-functional programs, such as new payment platform integrations or cost optimization initiatives. Manage these programs from concept through launch and post-launch optimization.

• Partner with business and engineering leaders on annual OP1 planning, quarterly business review processes and documentation, and onsite team long-term planning meetings.

• Drive planning mechanisms that balance business impact, engineering capacity, and operational risk, making tradeoff decisions in ambiguous environments.

• Partner with product, engineering, leaders to define multi-quarter strategy and implementation roadmaps passionate about important measures such as authorization rates, conversion, payment cost, and fraud loss.

• Influence system framework and build discussions to ensure scalable, resilient, and secure payment systems, without directly managing engineers.

• Define and enforce mechanisms for operational excellence, including SLA/SLO tracking, incident management, and continuous improvement for payment success rates and latency.

• Identify, surface, and mitigate risks across programs, including third-party dependencies (processors, gateways), industry requirements (PCI), and financial reconciliation accuracy.

• Own executive communication, including bi-weekly Flash updates, providing clear, concise updates on program health, risks, tradeoffs, and business impact, and driving alignment across senior Team Members.

• Establish and scale mechanisms (roadmaps, metrics, dashboards, rituals) that improve predictability and execution quality across the payment’s organization.

• Mentor junior TPMs and influence teams to adopt strong program management and agile standard methodologies, raising the overall bar for execution.

• Lead cross-team coordination during high-severity incidents (e.g., payment outages, elevated failure rates, fraud spikes), driving resolution and postmortem improvements.

What You’ll Need:

• Bachelor’s degree in computer science, Engineering, Business Administration, Finance, or related field and 7+ years of experience (or master’s degree with 5+ years of experience)

• 5+ years of experience in technical program management, with demonstrated ownership of large-scale, cross-team initiatives

• Experience in payments, FinTech, or e-commerce platforms, including payment gateways, processors, tokenization, PCI compliance, and fraud/risk systems

• Proven ability to operate independently in ambiguous problem spaces, defining structure, priorities, and execution plans

• Strong understanding of end-to-end payment flows (checkout, authorization, capture, refunds, chargebacks, subscriptions)

• Demonstrated experience influencing technical architecture and business strategy within several groups without direct authority

• Experience driving multi-quarter programs with measurable business impact (e.g., revenue lift, cost reduction, reliability improvements)

• Experience with Agile methodologies and delivering complex systems at scale

• Familiarity with web/mobile technologies (React, Angular, TypeScript) and backend systems (e.g., Java, APIs, distributed systems)

• Experience with CI/CD processes and AWS technologies (CloudWatch, EC2, SNS, SQS)

• Experience working with third-party payment providers (e.g. PayPal, Braintree)

• Preferred: Experience in high-scale, highly regulated environments (e.g., healthcare, FinTech, PCI)

Hub Locations & Work Arrangement:

• Hybrid Model: 3-4+ days in hub location per week
• Remote: This role is NOT a remote role.

The base salary range for this role is $129,500 - $207,000.00.

• 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 CAAR@chewy.com.

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