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About the Role
Redwood Software is seeking a Software Development Manager to lead multiple development teams and shape the technical strategy for their core product platform. This role involves scaling engineering operations and leading a team that builds and evolves the company's SaaS-based business process automation platform. It requires strong technical depth, leadership, and a passion for delivering world-class enterprise software.
Responsibilities
- Partner with the Head of Engineering to provide technical leadership for Redwood’s core RunMyJobs products and services.
- Collaborate closely with Product Management, Sales, Customer Success, and executive leadership to align engineering priorities with business goals.
- Improve engineering processes for Agile product development, continuous delivery, and cloud-native development.
- Lead, mentor, and develop engineers supporting career growth and succession planning.
- Lead the design and implementation of large-scale distributed systems, focusing on resilience, low-latency, and fault tolerance within the Java ecosystem.
- Apply advanced prompt engineering techniques to maximize the efficacy of generative AI tools for writing comprehensive unit/integration tests, drafting technical documentation, and generating code refactoring suggestions.
- Oversee and enhance automated build, test, and deployment pipelines (CI/CD, Kubernetes/Docker) in a cloud environment (AWS/Azure/GCP), leveraging AI tools for proactive anomaly detection and monitoring.
- Partner with stakeholders to manage team capacity, hiring, and resource allocation.
- Track and report on key engineering KPIs related to delivery velocity, product quality, and operational performance.
Requirements
- 6+ years of software development experience, with exposure coaching and/or leading software developers.
- Proven success building and scaling enterprise SaaS products, ideally in automation, ERP, or workflow orchestration domains.
- Strong technical background in backend software development (e.g., Java or similar languages), distributed systems, and RESTful APIs.
- Experience leading teams building cloud-native applications on platforms like AWS, Azure, or GCP.
- Track record of leading Agile software development processes and cross-functional product delivery.
- Experience in operationalizing DevOps, CI/CD pipelines, and continuous cloud delivery best practices.
- Demonstrated ability to proficiently use AI-powered developer tools (e.g., GitHub Copilot, CodeWhisperer) in a production environment.
- Proven track record of evaluating and overriding AI-generated suggestions that are technically correct but architecturally flawed or non-compliant with security and performance best practices.
- Experience writing clear, contextual, and effective prompts for generative AI to produce usable code, tests, or documentation.
- High degree of curiosity and a proactive approach to learning new AI tools and techniques that continuously reshape the development workflow.
- The capacity to abstract away from low-level coding details to focus on high-value business logic and systemic architectural integrity.
Skills
- Java
- Distributed Systems
- RESTful APIs
- AWS
- Azure
- GCP
- Agile
- DevOps
- CI/CD
- Kubernetes
- Docker
- Prompt Engineering
- AI Tool Fluency
- Code Judgment
- Prompting Proficiency
- Adaptability
- Learning
- System Architecture
- Design
Location
- Toronto
Work Type
- Full-time
Experience Level
- 6+ years of software development experience
- Exposure coaching and/or leading software developers
Salary/Compensations
- CAD $135,000- $160,000 annually
About the Company
- 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.
Equal Opportunity
- Redwood is an equal opportunity employer.
- Redwood prohibits unlawful discrimination based on race, colour, religion, sex, gender identity, marital or veteran status, age, national origin, ancestry, citizenship, physical or mental disability, medical condition, genetic information or characteristics (or those of a family member), sexual orientation, pregnancy or any other consideration made unlawful by regional or local laws.
- We also prohibit discrimination based on a perception that anyone has any of those characteristics or is associated with a person who has or is perceived as having any of those characteristics.
- All such discrimination is unlawful and will have a zero tolerance policy applied to it.
- Redwood will comply with all local data protection laws, including GDPR when it comes to the handling and processing of personal data.
- Should you wish for us to remove your personal data from our recruitment database, please email us directly at Privacy@Redwood.com.