Director of Engineering - AI & Full-Stack SaaS to lead the engineering strategy and execution for a highly scalable, enterprise-grade SaaS platform. This role is ideal for a strong engineering leader who combines deep software engineering expertise, enterprise SaaS experience, cloud-native architecture, full-stack product development, and practical AI/GenAI adoption . The successful candidate will lead multiple engineering teams, drive architectural and technical decisions, improve engineering velocity and quality, and help embed AI across the software development lifecycle and product engineering ecosystem.

Lead and mentor multiple engineering teams responsible for building and delivering enterprise SaaS products. engineering strategy, technical roadmap, architecture and development standards . Provide technical leadership across backend, frontend, APIs, microservices and distributed systems . across the engineering lifecycle, including development, testing, code quality, productivity and automation. Partner closely with Product, Architecture, DevOps, Security and other cross-functional teams to deliver business-critical capabilities.

Establish engineering best practices around design, coding, testing, CI/CD, observability, performance and reliability . Own engineering delivery, quality, scalability and operational excellence across multiple product areas. Identify and resolve complex technical and architectural challenges.

Build a high-performing engineering culture focused on innovation, ownership, collaboration and continuous improvement . Evaluate emerging technologies and identify opportunities to leverage AI and automation to improve engineering productivity and product capabilities. Drive technical modernization and evolution of existing enterprise platforms.

Communicate technical strategy, risks, priorities and progress effectively to senior leadership and stakeholders.



in software/product engineering, with significant experience in engineering leadership roles. large/multi-team engineering organizations . full-stack software engineering Java / Spring Boot / or comparable enterprise backend technologies . AWS, Azure or GCP .

Experience building and scaling highly available, secure and resilient SaaS platforms. Strong understanding of modern frontend technologies and full-stack development practices. DevOps, CI/CD, automated testing and engineering productivity practices . within software engineering or enterprise products.

Strong architectural and technical problem-solving capabilities. AI-assisted software development / AI-first SDLC Experience managing geographically distributed engineering teams. Solid exposure to product-led engineering environments.

They should have a strong track record of building and scaling enterprise software teams and products, while also demonstrating the ability to identify practical AI opportunities and integrate AI into modern engineering and SaaS product development . enterprise SaaS, cloud platforms, automation, workflow, IT management, enterprise software and AI-enabled product companies THE LEGAL BIT

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📌 Director, Field Medical (Winnipeg)
🏢 Redwood Software
📍 Winnipeg