Senior Site Reliability Engineer

CanadaRemotesenior

EngineeringDevops Engineer

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Quick Summary

Overview

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,

Technical Tools

EngineeringDevops Engineer

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.

When you join PENN Entertainment’s digital team, you’ll not only work on these cutting-edge platforms through theScore and PENN Interactive, but you’ll also be part of a company that truly cares about your career growth. We’re committed to supporting you as you expand your skills and explore new opportunities.

With locations throughout North America, you can build a future at PENN Entertainment wherever you are. If you want to challenge conventions in gaming, media and entertainment, we want to talk to you.

About the Role

~1 min read

Drive complex infrastructure migrations and projects — scoping, planning, execution, and validation across multiple production environments and jurisdictions
Build and maintain platform tooling and automation — ArgoCD, Helm, GitHub Actions, release pipelines, and service onboarding workflows that reduce toil for SRE and development teams
Support development teams — consult on infrastructure needs, unblock cross-team dependencies, review architecture proposals, and help teams adopt platform tooling and best practices
Design and improve observability and alerting — Datadog monitors, dashboards, and runbooks that surface meaningful signals and make systems operable by the whole team
Provide 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 reliability

5+ 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 environments
Proficiency in at least two of: Go, Python, Bash/Shell — for building tooling, automation, and debugging production systems
Deep understanding of distributed systems — failure modes, networking fundamentals, capacity planning, and performance analysis
Experience 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 dependencies
Strong incident response and troubleshooting skills — structured debugging across multiple services and infrastructure layers
Clear technical communication — you write docs others can use, explain trade-offs to varied audiences, and proactively unblock cross-team dependencies

Nice to Have

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Experience with service mesh technologies (Istio, Cilium)
Familiarity with distributed storage systems (Ceph, or similar)
Experience with bare-metal Kubernetes or Talos OS
Exposure to regulated environments (sports betting, fintech, or similar compliance-heavy domains)
Experience with Datadog or comparable observability platforms at scale
Familiarity with database operations — PostgreSQL, connection pooling (PgBouncer), or database migration tooling