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Technical Program Manager

Redwood Software · Ontario, Canada · On-site

Pay: CAD 100,000 – 125,000 a year

Posted Aug 17, 2026

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OUR MISSION At Redwood, we empower our customers with lights-out automation for their mission-critical business processes. At Redwood, we empower our customers with lights-out automation for their mission-critical business processes. ABOUT US Redwood Software is the leader in full stack automation fabric solutions for mission-critical business processes. 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 We are hiring a high-impact Technical Program Manager (TPM) to own end-to-end delivery health within a product area. This is a senior role embedded within a core product engineering group. You will partner with the Engineering Directors as your peer enabling engineering leaders to focus on technical quality while the TPM will own planning, governance, and stakeholder visibility and be the critical link ensuring our roadmap commitments translate into high-quality, enterprise-ready releases. You will operate at the intersection of Product, Engineering, Platform, Support, and Go-To-Market teams, and be directly accountable for delivery predictability, release readiness, dependency management, and executive visibility. This role demands a combination of strategic systems thinking and hands-on technical execution. End-to-End Delivery & Program Health Drive roadmap milestone tracking and confidence reporting for all initiatives. Lead "path-to-green" recovery planning for at-risk programs to restore predictability. Identify, manage, and mitigate cross-team and platform dependencies. Ensure alignment between scope, sequencing, and engineering capacity. Release Governance & Readiness Lead high-stakes release readiness reviews and Go/No-Go facilitation. Ensure all necessary technical, operational, and customer enablement components are ready for launch. Track and report on release risk indicators (defects, rollback risk, deployment health). Drive continuous improvement of release processes to enhance enterprise reliability. Technical Delivery Operations Design and optimize Jira workflows, delivery dashboards, and reporting systems. Build and maintain milestone, dependency, and risk tracking tools. Create executive-ready…