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.

About the Role

Groupon is undergoing a critical platform transformation, modernizing its core developer experience and CI/CD stack at scale. This high-impact role is central to the shift, focusing on migrating hundreds of repositories from Jenkins to GitHub Actions and embedding an AI-First approach into our platform engineering practices. You will be a key owner and technical leader, building the reliable, observable, and cost-efficient pipelines that thousands of engineers rely on daily to accelerate feature delivery and business impact. This is a globally distributed, high-ownership role offering significant autonomy.

Key Responsibilities

Platform Transformation: Lead the design, planning, and execution of the Jenkins-to-GitHub Actions migration across a large portfolio of microservices.
Pipeline Engineering: Design and optimize high-performance, secure, and observable CI/CD workflows across GitHub Actions, Jenkins, and Kubernetes environments.
AI-First Automation: Drive an AI-First workflow by leveraging tools (e.g., Copilot, code generation) to eliminate infrastructure toil, accelerate development, and analyze pipeline failures.
Core Automation: Develop robust platform automation (e.g., Python, Go, Bash) to improve build efficiency, artifact caching, reliability, and repository hygiene.
Security & Compliance: Harden CI/CD infrastructure with robust controls for secrets management, RBAC, audit logging, and secure runner design.
Observability: Implement and enhance CI/CD observability using tools like Prometheus, Grafana, and OpenTelemetry to provide deep insights into performance and reliability.
Technical Leadership: Mentor engineers and partner across Cloud, Security, and Developer Experience teams to define and evolve our end-to-end delivery platform architecture.

Key Requirements

5+ years of dedicated experience in Platform Engineering, DevOps, or Infrastructure roles.
Deep expertise building, scaling, and migrating CI/CD systems, with strong practical experience in Jenkins and/or GitHub Actions.
Expertise in scripting and automation (Python, Go, or Bash).
Solid understanding of container technologies, Kubernetes, and cloud build systems.
Proven experience leveraging AI tooling (e.g., Claude Code, code analysis) to meaningfully increase developer output and optimize platform work.
Excellent communication and ability to drive technical decisions across multiple platform and product teams.

Nice to Have

Experience implementing or managing observability for CI/CD using Prometheus, Grafana, ELK, or OpenTelemetry.
Background in CI/CD security, secrets management, and compliance controls (e.g., using GitHub Enterprise features).
Experience integrating AI tools directly into pipelines for functions like security scanning or optimization.
Familiarity with Infrastructure as Code (IaC) tools like Terraform or Helm for managing CI/CD infrastructure.

What Success Looks Like

Within your first year, you will have:

Outcome 1: Successfully delivered the migration of a defined, critical cohort of repositories to the new GitHub Actions standard.
Outcome 2: Reduced average build times and deployment friction for targeted services by a measurable percentage ($>15\%$ target).
Outcome 3: Implemented core automation and observability that demonstrably reduces support load for the CICDO team.
Outcome 4: Become a trusted technical voice, leading the adoption of AI-First principles within the platform engineering organization.

We Are Interested In

Ownership Mentality: The ability to take a problem end-to-end and own the solution and its outcomes, even amidst ambiguity.
Practical Transformation: Engineers who thrive on moving complex, real-world systems to a modern, scalable standard.
AI-First Mindset: A genuine belief in using AI as a force multiplier to eliminate toil and focus on high-leverage engineering problems.

Groupon is an AI-First Company
We’re committed to building smarter, faster, and more innovative ways of working—and AI plays a key role in how we get there. We encourage candidates to leverage AI tools during the hiring process where it adds value, and we’re always keen to hear how technology improves the way you work. If you’re passionate about AI or curious to explore how it can elevate your role—you’ll be right at home here.

Groupon’s purpose is to build strong communities through thriving small businesses. To learn more about the world’s largest local e-commerce marketplace, click here. You can also find out more about us in the latest Groupon news as well as learning about our DEI approach. If all of this sounds like something that’s a great fit for you, then click apply and join us on a mission to become the ultimate destination for local experiences and services.

Beware of Recruitment Fraud: Groupon follows a merit-based recruitment process without charging job seekers any fees. We've noticed an increase in recruitment fraud, including fake job postings and fraudulent interviews and job offers aimed at stealing personal information or money. Be cautious of individuals falsely representing Groupon's Talent Acquisition team with fake job offers. If you encounter any suspicious job offers or interview calls demanding money, recognize these as scams. Groupon is not responsible for losses from such dealings. For legitimate job openings (and a sneak peek into life at Groupon), always check our official career website at Groupon Careers

About Groupon

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Senior Infrastructure Engineer - CI/CD & AI Automation (AI-first)

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