Jobs at Redwood Software

Own the strategy, roadmap, backlog, and delivery of internal automation products. Define user stories and acceptance criteria, prioritize features, lead Agile ceremonies, coordinate engineering and QA, assess risks and dependencies, and use stakeholder feedback and performance data to drive product improvements. The role partners with product, engineering, consultants, and field teams to deliver capabilities aligned with business objectives and organizational priorities.

Owns reliability, scalability, observability, and incident response for a mission-critical SaaS platform. Responsibilities include 24x7 on-call support, root cause analysis, automation, AWS infrastructure design, EKS/Kubernetes and Docker operations, Terraform and Helm deployments, CI/CD maintenance, cloud networking, monitoring with Datadog, Grafana, and Prometheus, database operations, and migration toward Kubernetes. The role also develops self-healing systems, documentation, runbooks, and cross-functional customer-focused reliability practices.

Own end-to-end delivery health for a product area: drive roadmap tracking, release readiness, dependency and risk management, build delivery dashboards and Jira workflows, use AI to automate delivery processes, and provide executive reporting and stakeholder communication to ensure predictable, enterprise-grade releases.

The Senior Full Stack Software Developer will design, develop and implement scalable applications, manage system architecture, mentor developers, and drive engineering excellence.

Partner with senior finance and G&A leaders to build AI-first talent strategies, apply algorithmic org design, drive data-driven performance management, upskill teams for AI, and use automation/LLMs to streamline HR operations and insights.