Senior Site Reliability Engineer

OUR MISSION At Redwood, we empower our customers with lights-out automation for their mission-critical business processes. ABOUT US Redwood Software is the leading orchestration platform for the autonomous enterprise, driving business transformation at the lowest total cost of ownership. Redwood empowers organizations to intelligently automate and orchestrate mission-critical business and IT processes across complex ERP, hybrid cloud, data and emerging agentic AI systems. Through its SaaS-first automation fabric—with AI embedded across the automation lifecycle—Redwood accelerates the path to autonomous operations. Backed by 30 years of experience and trusted by more than 50% of the Fortune 50, Redwood helps organizations unlock human potential to focus on innovation, growth and what’s next. CORE VALUES • One Team. One Redwood • Make Your Own Weather • Obsess over Customer Success • Work the Problem • Be Curious • Own the Outcome • Respect Each Other YOUR IMPACT As a Senior Site Reliability Engineer (SRE) / DevOps Engineer you will be responsible for ensuring the stability, performance, scalability, and reliability of Redwood’s mission-critical SaaS platform. You will apply engineering principles to operational challenges, automate repetitive work, strengthen observability, and collaborate across teams to deliver a resilient and high-performing customer experience. • Provide day-to-day management of system alerts, monitor system health, and escalate issues as necessary to maintain high availability. • Participate in a 24x7, team-shared on-call rotation for critical SaaS platform incidents and provide support during emergencies. • Lead incident response efforts to ensure fast and effective mitigation and resolution of production issues. • Perform thorough Root Cause Analysis (RCA) and lead blameless post-mortems to identify systemic weaknesses and establish corrective actions that prevent recurrence. • Collaborate with engineering teams to establish and enforce error budgets derived from Service Level Objectives (SLOs), balancing development velocity with system stability. • Automate routine operational tasks to reduce manual effort and toil while increasing team efficiency. • Design, deploy, and maintain cloud infrastructure using Infrastructure as Code (IaC), leveraging Terraform and Helm for deployment to EKS/Kubernetes clusters. • Design, secure, and troubleshoot AWS cloud network architecture, including VPCs, subnetting, routing, security groups/NACLs, load balancers (ALB/NLB), and VPN/Transit Gateway connectivity across a multi-region, multi-account environment supporting EKS and Docker Swarm on EC2. • Improve infrastructure health by developing and implementing checks, scripts, and automated remediation to proactively address known issues and enable platform self-healing. • Maintain, develop, and evolve Continuous Integration/Continuous Delivery (CI/CD) deployment code and pipelines. • Maintain existing infrastructure running on Docker and Docker Swarm while contributing to migration strategies toward EKS/Kubernetes. • Implement and integrate new technologies and services into Redwood’s cloud infrastructure to enhance platform capabilities and resilience. • Design and implement comprehensive observability strategies across metrics, logs, and traces. • Create and refine robust monitoring and alerting configurations within the EKS/Kubernetes ecosystem. • Utilize and maintain Datadog to gather performance data, create synthetic tests, configure monitoring, and visualize system health through dashboards. • Leverage existing monitoring solutions, including Grafana and Prometheus, while supporting the migration or integration of data into a unified observability platform. • Document issues, remediation