<h2>OUR MISSION</h2> <p>At Redwood, we empower our customers with lights-out automation for their mission-critical business processes.</p> <p> </p> <h2>ABOUT US</h2> <p>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.</p> <p> </p> <h2>CORE VALUES</h2> <ul> <li>One Team. One Redwood</li> <li>Make Your Own Weather</li> <li>Obsess over Customer Success</li> <li>Work the Problem</li> <li>Be Curious</li> <li>Own the Outcome</li> <li>Respect Each Other</li> </ul> <p> </p> <h2>YOUR IMPACT</h2> <p>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.</p> <ul> <li>Provide day-to-day management of system alerts, monitor system health, and escalate issues as necessary to maintain high availability.</li> <li>Participate in a 24x7, team-shared on-call rotation for critical SaaS platform incidents and provide support during emergencies.</li> <li>Lead incident response efforts to ensure fast and effective mitigation and resolution of production issues.</li> <li>Perform thorough Root Cause Analysis (RCA) and lead blameless post-mortems to identify systemic weaknesses and establish corrective actions that prevent recurrence.</li> <li>Collaborate with engineering teams to establish and enforce error budgets derived from Service Level Objectives (SLOs), balancing development velocity with system stability.</li> <li>Automate routine operational tasks to reduce manual effort and toil while increasing team efficiency.</li> <li>Design, deploy, and maintain cloud infrastructure using Infrastructure as Code (IaC), leveraging Terraform and Helm for deployment to EKS/Kubernetes clusters.</li> <li>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.</li> <li>Improve infrastructure health by developing and implementing checks, scripts, and automated remediation to proactively address known issues and enable platform self-healing.</li> <li>Maintain, develop, and evolve Continuous Integration/Continuous Delivery (CI/CD) deployment code and pipelines.</li> <li>Maintain existing infrastructure running on Docker and Docker Swarm while contributing to migration strategies toward EKS/Kubernetes.</li> <li>Implement and integrate new technologies and services into Redwood’s cloud infrastructure to enhance platform capabilities and resilience.</li> <li>Design and implement comprehensive observability strategies across metrics, logs, and traces.</li> <li>Create and refine robust monitoring and alerting configurations within the EKS/Kubernetes ecosystem.</li> <li>Utilize and maintain Datadog to gather performance data, create synthetic tests, configure monitoring, and visualize system health through dashboards.</li> <li>Leverage existing monitoring solutions, including Grafana and Prometheus, while supporting the migration or integration of data into a unified observability platform.</li> <li>Document issues, remediation steps, system architecture, and runbooks to support knowledge transfer and rapid incident response.</li> <li>Collaborate closely with Support, Customer Success, Migration, and Professional Services teams to deliver a high level of SaaS service and minimize customer impact during changes.</li> <li>Maintain a strong customer focus when planning deployments and updates, considering the impact on end users before implementing changes.</li> </ul> <p> </p> <h2>YOUR EXPERIENCE</h2> <ul> <li>5+ years of experience in Site Reliability Engineering, DevOps, or Cloud Infrastructure roles, ideally supporting a production SaaS platform.</li> <li>Hands-on AWS Cloud Engineering experience with strong working knowledge of the AWS ecosystem, including AWS IAM roles and policies.</li> <li>Strong knowledge of AWS cloud networking, including VPC design and peering, subnetting, security groups/NACLs, route tables, ALB/NLB load balancers, Transit Gateway/VPN connectivity, and Route 53 DNS.</li> <li>Ability to design and troubleshoot connectivity across multi-region, multi-account AWS environments.</li> <li>Proficiency with EKS/Kubernetes (K8s) and container orchestration technologies.</li> <li>Demonstrated experience with Infrastructure as Code (IaC), specifically Terraform and Helm.</li> <li>Working experience with Docker and maintaining systems using Docker Swarm.</li> <l