PENN Entertainment, Inc. is North America’s leading provider of integrated entertainment, sports content, and casino gaming experiences. From casinos and racetracks to online gaming, sports betting and entertainment content, we deliver the experiences people want, how and where they want them.We’re always on the lookout for those who are passionate about creating and delivering cutting-edge online gaming and sports media products. Whether it’s through
Hollywood Casino,
theScore Bet Sportsbook, or
theScore media app, we’re excited to push the boundaries of what’s possible. These state-of-the-art platforms are powered by proprietary in-house technology, a key component of PENN’s omnichannel gaming and entertainment strategy.About the Role & TeamThe SRE team at PENN Entertainment is looking for a Senior Site Reliability Engineer to help build and operate the infrastructure behind a large-scale sports betting and media platform. You'll own critical infrastructure across compute, networking, storage, and cloud services (GCP/AWS) — driving complex migrations, building platform tooling and automation (ArgoCD, Helm, GitHub Actions), and improving observability and incident response across hundreds of production services spanning multiple regulated jurisdictions. We're looking for someone with strong Kubernetes and distributed systems experience, proficiency hon, or Bash, and a track record of leading cross-team infrastructure projects with high autonomy. You'll solve ambiguous problems, reduce operational toil through automation, mentor teammates, and bring a production-first perspective to architecture decisions — all on a team that values pragmatic engineering, real ownership, and continuous improvement of how we work.About the WorkDrive complex infrastructure migrations and projects — scoping, planning, execution, and validation across multiple production environments and jurisdictionsBuild and maintain platform tooling and automation — ArgoCD, Helm, GitHub Actions, release pipelines, and service onboarding workflows that reduce toil for SRE and development teamsSupport development teams — consult on infrastructure needs, unblock cross-team dependencies, review architecture proposals, and help teams adopt platform tooling and best practicesDesign and improve observability and alerting — Datadog monitors, dashboards, and runbooks that surface meaningful signals and make systems operable by the whole teamProvide operational support and incident response — investigate and resolve production issues through structured debugging and root cause analysis, and contribute to on-call rotations to maintain platform reliabilityAbout You5+ Years of Experience in a similar role (DevOps, Site Relatability Engineer)Strong experience operating and troubleshooting Kubernetes in a production Linux environment (cluster lifecycle, networking, storage, scheduling)Experience working with AWS, GCP, and/or on-premise environmentsProficiency in at least two of: Go, Python, Bash/Shell — for building tooling, automation, and debugging production systemsDeep understanding of distributed systems — failure modes, networking fundamentals, capacity planning, and performance analysisExperience with GitOps and CI/CD workflows (ArgoCD, Helm, GitHub Actions, or similar)Experience with infrastructure-as-code (Terraform, Helm, or equivalent)Track record of leading complex migrations or infrastructure projects with cross-team dependenciesStrong incident response and troubleshooting skills — structured debugging across multiple services and infrastructure layersClear technical communication — you write docs others can use, expla proactively unblock cross-team dependenciesNice to haveExperience with service mesh technologies (Istio, Cilium)Familiarity with distributed storage systems (Ceph, or similar)Experience with bare-metal Kubernetes or Talos OSExposure to regulated environments (sports betting, fintech, or similar compliance-heavy domains)Experience with Datadog or comparable observability platforms at scaleFamiliarity with database operations — PostgreSQL, connection pooling (PgBouncer), or database migration toolingWhat We OfferCompetitive compensation package.Comprehensive Benefits package.Fun, relaxed work environment.Education and conference reimbursements.