About The Position

We’re Cart.com, one of the fastest growing commerce enablement companies in the world. We provide the digital and physical infrastructure that empowers thousands of leading B2C, B2B and public sector organizations to unify commerce operations from product discovery to product delivery. We’re building toward a world where commerce has no bounds. Our enterprise-grade software, services and logistics infrastructure, including our own network of omnichannel fulfillment and distribution centers, enable merchants to navigate an increasingly complex operating landscape and drive efficient growth. Our goal is to be the global backbone of commerce. To achieve it, we’re looking for entrepreneurial, innovative and determined teammates who are eager to help our growing base of customers simplify their commerce operations and seamlessly reach their own customers, wherever they are. Sound like you? We’d love to hear from you.

Requirements

  • 10–15 years in technical program management or engineering program leadership, including 3–5+ years leading a TPM/PMO function for global, multi-team SaaS .
  • Proven digital transformation track record (architecture modernization, platform re-platforms, major reliability/cost programs).
  • Hands-on experience shipping AI-powered products : LLMs, retrieval, model evaluation, guardrails/safety, online experiments, telemetry-driven iteration.
  • Strong technical depth: cloud (AWS/Azure/GCP), microservices, Kubernetes, event streaming (e.g., Kafka), REST/GraphQL APIs, data platforms (e.g., Snowflake/Databricks), observability (logs/metrics/traces).
  • Expert at program tooling and instrumentation (e.g., Jira/Confluence, Aha/Productboard, GitHub/ADO, LaunchDarkly/feature flags, Looker/Mode dashboards).
  • Exceptional stakeholder management, written exec comms, and meeting facilitation; comfortable presenting trade-offs to CEO/CFO/COO/CTO.

Nice To Haves

  • Familiarity with supply chain/commerce domains (OMS, WMS, TMS, payments, order routing) or adjacent enterprise platforms.

Responsibilities

  • Own the portfolio & operating system: Drive quarterly and annual planning, OKRs, capacity & budget alignment, and cross-functional dependency management across Engineering, Product, Data/AI, Security, and Operations.
  • Run mission-critical programs end-to-end: Charter → discovery → execution → launch → post-launch learnings; create crisp governance, milestones, and executive communication (dashboards, burn-up, forecast vs. actual, risk posture).
  • Lead digital transformation at scale: Guide modernization from monoliths to cloud-native microservices; promote API-first, event-driven architecture, CDC, and canonical domain models; enable zero-downtime releases and platform reliability.
  • Operationalize AI-led product development: Translate business problems into AI use-cases (copilots for merchant/ops, intelligent routing, demand/inventory insights, anomaly detection); coordinate model feasibility, data readiness, evaluation/guardrails, experiment design, feature-flagged rollouts, and value tracking.
  • Elevate delivery excellence: Improve roadmap predictability, cycle time, and quality; embed DORA metrics, release readiness criteria, SLAs/SLOs, and incident/postmortem rigor.
  • Scale the TPM team: Hire, coach, and level up TPMs and program owners; standardize artifacts (RAID logs, RACI, decision logs, comms templates), and mentor PMs/EMs on program craft.
  • Integrations & M&A programs: Orchestrate high-risk integrations with ERPs, marketplaces, carriers, and 3PLs; lead post-acquisition technology integration with minimal disruption.
  • Compliance & security partnership: Ensure programs align with SOC 2/ISO requirements, privacy, data governance, and cost controls.

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What This Job Offers

Job Type

Full-time

Career Level

Director

Education Level

No Education Listed

Number of Employees

1,001-5,000 employees

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