Senior DevOps Engineer building secure, scalable Azure platforms for CARET’s legal and accounting practice - management software. Leading infrastructure, Kubernetes, CI/CD, security, observability, and reliability initiatives.
About the role
- Senior SRE operating Kubernetes and cloud infrastructure for Penn Entertainment’s sports betting and media platforms. Leading migrations, automation, observability, and incident response across regulated production services.
Responsibilities
- Build and operate infrastructure behind a large-scale sports betting and media platform
- Own critical infrastructure across compute, networking, storage, and cloud services
- Drive complex infrastructure migrations and projects across production environments and jurisdictions
- Build and maintain platform tooling and automation using ArgoCD, Helm, GitHub Actions, release pipelines, and service onboarding workflows
- Support development teams with infrastructure consulting, dependency resolution, architecture reviews, and platform-tool adoption
- Design and improve Datadog observability, alerting, dashboards, and runbooks
- Provide operational support and incident response through structured debugging and root cause analysis
- Participate in on-call rotations
- Mentor teammates and contribute to architecture decisions and continuous improvement
Requirements
- 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
- 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
- Clear technical communication and documentation skills
- Experience with service mesh technologies (Istio, Cilium) preferred
- Familiarity with distributed storage systems (Ceph, or similar) preferred
- Experience with bare-metal Kubernetes or Talos OS preferred
- Exposure to regulated environments preferred
- Experience with Datadog or comparable observability platforms at scale preferred
- Familiarity with PostgreSQL, PgBouncer, or database migration tooling preferred
Benefits
- Competitive compensation package
- Comprehensive Benefits package
- Fun, relaxed work environment
- Education and conference reimbursements
- Bonus eligibility for most non-sales positions
- Best-in-class benefits with personalized physical, financial, and emotional support options
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