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Engineering Manager for Observability/CI/CD and Cloud

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Groupon

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IT - Software Development

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Job Description:

Lead the AI-Driven Evolution of Groupon’s Global Engineering Platform. At Groupon, we're rebuilding our platform from the ground up—and AI is at the core of this transformation. We’re looking for a hands-on, strategic Engineering Manager to own our Observability and CI/CD disciplines, driving the next phase of our digital evolution. This is an opportunity to champion AI-first engineering practices and modernize mission-critical infrastructure for 300+ engineers worldwide.

Job Responsibility:

  • Lead & Inspire: Build and mentor a high-performing, globally distributed team of CI/CD and Observability engineers (5-10 direct reports), coaching them in cutting-edge AI-assisted workflows and best practices
  • Modernize Core Infrastructure: Spearhead the migration from legacy platforms (Jenkins, ELK) to cloud-native solutions (GitHub Actions, Google Cloud Logging, GCP Prometheus/Grafana). Eliminate “straggler” pipelines and drive cost-efficient, reliable operations
  • AI-First Engineering: Operationalize AI tools (Claude Code, Copilot, ChatGPT, etc.) for everything from log analysis and incident summaries to automated infrastructure as code, making AI-augmented engineering a daily norm
  • Architect & Optimize: Oversee a hybrid tech stack (Kubernetes, Envoy, Terraform, GCP, AWS), ensuring platforms are fast, scalable, and “self-healing” via LLM integrations
  • Collaborate Globally: Act as a thought leader and cross-functional partner, advocating for AI-driven developer experience and collaborating with leaders in SRE, Product, and Cloud
  • Drive Transformation: Deliver strategic projects with tight deadlines and direct business impact, such as the Jenkins-to-GHA and ELK-to-GCP migrations, while maintaining a high standard of technical excellence and cost efficiency

Requirements:

  • 5+ years’ experience leading infrastructure, DevOps, or SRE teams (5+ people), ideally in high-change, scale-up environments
  • Deep technical expertise in cloud-native platforms, observability, infrastructure as code, and CI/CD tooling
  • Proven success operationalizing AI tools within engineering workflows
  • Strategic, resilient, and pragmatic approach: ready to own results and thrive under shifting priorities
  • Exceptional communication: able to simplify complexity and effectively partner with C-level and global teams
  • Bachelor’s or Master’s in Computer Science (or similar)—or equivalent industry experience

Nice to have:

  • GCP migration project delivery (AWS-to-GCP consolidation, etc.)
  • Track record automating log analysis or incident management using AI
  • Experience managing global, hybrid teams and large-scale distributed cloud workloads
  • (Nice to have) Java, Golang, Typescript/Node (for pipeline/tooling), Bash
What we offer:
  • Drive real, high-visibility change at the heart of a company undergoing major transformation
  • Work on complex technical and operational challenges in a fast-paced, AI-first environment
  • Accelerate your impact—and your team’s—using industry-leading AI and automation tools
  • Influence engineering practices across a global platform impacting millions of users

Additional Information:

Job Posted:
December 09, 2025

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