Redwood Software is the leading orchestration platform for the 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 fabrics — with AI embedded across the entire automation lifecycle — Redwood accelerates your path to the…
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Unleash the human potential in your enterprise
Redwood Software is the leading orchestration platform for the 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 fabrics — with AI embedded across the entire automation lifecycle — Redwood accelerates your path to the autonomous enterprise. Backed by 30 years of experience, the trust of more than 50% of the Fortune 50 and a culture of customer obsession, Redwood unleashes the human potential in your enterprise to focus on innovation, growth and what’s next.
Currency and observation date were not supplied; this is not a current valuation or a funding round.
Redwood Software has 9 open jobs in Canada as of November 6, 2026. Top locations: Toronto.
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Redwood Software
8+ YOECandidates need 8 or more years of technical writing or documentation experience, with docs-as-code work in production. They should show an AI-assisted documentation pipeline, automated CI quality checks, and the ability to read code, APIs and Jira to verify content.
Git, Markdown, MDX, Jira, OpenAPI, Vale
Redwood Software
3+ YOECandidates need 3-6 years of experience with SaaS platforms, cloud infrastructure or DevOps, including production AWS work, Infrastructure as Code, Python or Bash scripting, Git and GitHub Actions, and Linux administration. Experience with containers (ECS, EKS/Kubernetes desirable) and working in a 24x7 operational environment is also expected.
Terraform, AWS, GitHub Actions, Linux, Python, Bash
Redwood Software
5+ YOERedwood Software needs candidates with 5+ years in technical program management or delivery leadership, ideally in enterprise SaaS. Candidates need advanced Jira skills, Agile or SAFe experience, strong data literacy and a solid understanding of the software development lifecycle.
Jira
Redwood Software
Candidates need several years of professional Java experience with Spring Boot, relational databases and modern JavaScript front-end frameworks. Strong testing, REST API, cloud and AI developer tool skills are also required.
Java, Spring Boot, JavaScript, TypeScript, ReactJS, MobX
Redwood Software
8+ YOECandidates need a computer science or related degree, over eight years of software development experience, and three to five years in a senior or staff engineer role. Deep Java, microservices, Kubernetes, cloud, and workload automation experience is required, along with proven skill using AI developer tools.
Java, Docker, Kubernetes, ReactJS, TypeScript, AWS
Redwood Software
6+ YOECandidates need 6+ years of software development experience, including coaching or leading developers. They also need strong Java or similar backend skills, distributed systems and cloud experience, plus Agile and CI/CD practice and fluency with AI developer tools.
GitHub Copilot, AWS CodeWhisperer, Kubernetes, Docker, Java
Redwood Software
8+ YOECandidates need cloud or hyperscaler product experience, a record of shipped enterprise cloud products, and skill writing use cases and business cases. Strong technical fluency in cloud services and APIs is required, and AI tools should be part of their daily workflow.
PR/FAQ, AWS, Azure, Google Cloud
Redwood Software
5+ YOECandidates need 5+ years of progressive HR experience focused on employee relations and manager coaching, plus experience supporting engineering or SaaS teams. Deep knowledge of Ontario employment standards and human rights law is required, and a bachelor's degree in HR, Business or a related field is expected. A CHRP/CHRL or Canadian labour law training is a strong asset.
Workday, ChatGPT, Claude
Redwood Software
10+ YOE5+ MgmtCandidates need 10+ years in technical documentation, customer education or digital adoption, including 5+ years leading managers and distributed teams. Hands-on AI content workflows, docs-as-code at scale, and Pendo or Skilljar experience are strongly preferred.
Pendo, Skilljar, Mintlify, Git, OpenAPI
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