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.
🚀What You’ll Do
- 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.
🤖The Stack & Tools:
- Cloud Platforms: Google Cloud Platform (GCP), AWS
- CI/CD: Jenkins, GitHub Actions
- Observability: ELK (Elastic, Logstash, Kibana), Prometheus, Grafana, GCP Native Logging, Thanos
- Infrastructure: Kubernetes, Docker, Terraform, Ansible
- Programming/Scripting: (Nice to have) Java, Golang, Typescript/Node (for pipeline/tooling), Bash
- Generative AI/Automation: Claude Code, GitHub Copilot, LLMs for log analysis & code generation
Groupon is a marketplace where customers discover new experiences and services everyday and local businesses thrive. To date we have worked with over a million merchant partners worldwide, connecting over 16 million customers with deals across various categories. In a world often dominated by e-commerce giants, we stand out as one of the few platforms uniquely committed to helping local businesses succeed on a performance basis.
Groupon is on a radical journey to transform our business with relentless pursuit of results. Even with thousands of employees spread across multiple continents, we still maintain a culture that inspires innovation, rewards risk-taking and celebrates success. The impact here can be immediate due to our scale and the speed of our transformation. We're a "best of both worlds" kind of company. We're big enough to have the resources and scale, but small enough that a single person has a surprising amount of autonomy and can make a meaningful impact.
💚Why Groupon?
- 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.
🔎What We’re Looking For
- 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 (not just the AI “hype”—real-world impact).
- 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.
🏆Bonus Points For
- 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
