Principal Software Engineer - IBM i (AS/400) Connectivity

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 Software Engineer – Principal, IBM i (AS/400) Connectivity, you will help build a new connectivity agent that extends Redwood RunMyJobs (RMJ) natively onto IBM i (AS/400), enabling Redwood to support some of the largest enterprise automation environments in the market. You will join a small, senior team building this capability largely from first principles, validating assumptions on live IBM i partitions and making architectural decisions where modern documentation may be limited. This position is open across levels from Software Engineer to Principal as we build out the team. • Design, develop, test, and maintain native software supporting connectivity and integration with IBM i (AS/400) environments. • Build native job submission and monitoring, spool file and message/data queue handling, and CL/RPG program invocation capabilities. • Integrate IBM i functionality with the Redwood platform through clean, versioned extension points using native host server APIs and/or IBM Toolbox for Java (JTOpen/jt400). • Integrate security and per-user authorization using IBM i user profiles and authority concepts while extending Redwood’s existing identity and credential management capabilities. • Troubleshoot complex system-level issues across IBM i, Unix, and Java environments. • Improve the reliability, performance, security, and scalability of Redwood’s IBM i solutions. • Partner with product managers, architects, and engineers to translate customer requirements into effective technical solutions. • Participate in architecture discussions, design reviews, code reviews, testing, and release planning. • Leverage agentic AI to accelerate implementation, testing, and documentation while independently verifying correctness against authoritative IBM i references. • Document connector behavior and platform prerequisites for field and support teams. • Contribute to team success through clear communication, shared responsibility for quality, and accountable ownership of goals and delivery commitments in a fast-paced, iterative agile environment. YOUR EXPERIENCE • 10+ years of professional software engineering experience with strong Java 8+ skills. • Hands-on IBM i (AS/400) integration experience, including CL, native job/spool/queue APIs, IBM Toolbox for Java (JTOpen/jt400), and DB2 for i. • Working proficiency in C, including ILE C on IBM i. • Experience integrating with vendor host-server or RPC-style APIs over TCP/IP, including connection lifecycle management and error handling. • Strong concurrency and multithreading skills, with experience building resilient, long-running monitoring components such as job polling and spool/file event detection. • Ability to work effectively from primary technical sources, including IBM i host-server and API references, rather than relying s