Director, Software Engineering & AI
$150,000–$160,000 year
RemoteCanada
Job Summary
Lead and develop the software engineering team, owning delivery execution including sprint planning, resourcing, and timelines while driving improvements in engineering velocity, predictability, and quality. Define and evolve the technical architecture of Andar/360, manage technical debt, and establish development best practices and governance standards. Embed AI capabilities across the platform to enhance product value and operational efficiency, including donor analytics, workflow automation, and customer insights. Partner closely with Product Management on roadmap prioritization and trade-offs, while collaborating with Customer Care, Operations, and Finance on technical decisions. Coach engineering leaders, foster a culture of accountability, and build a scalable org structure aligned to company growth. Fully remote with occasional travel for offsites; reports to the General Manager.
Required Qualifications
- Bachelor's degree in computer science or equivalent experience
- 5–10 years in software engineering
- 3+ years in senior leadership roles with direct management of multi-team engineering organizations (10+ engineers)
- Proven experience leading engineering teams in SaaS or enterprise software environments
- Broad technology fluency across cloud platforms, SaaS architecture, APIs, and modern development practices
- Demonstrated ability to scale teams and improve delivery performance
- Strong understanding of modern architecture patterns and cloud-based systems
- Hands-on experience implementing AI/ML capabilities in a product environment, including LLM integration, AI-assisted workflows, or predictive analytics
- Experience operating in a Product + Engineering partnership model
- Demonstrated experience leading legacy system modernization — migrating or re-platforming production systems while maintaining continuity
- Working knowledge of data privacy and security compliance requirements relevant to Canadian and North American SaaS operations (PIPEDA, CASL, SOC 2)
Desired Qualifications
- Experience with the following: Legacy platform: Java (Swing desktop + Servlets/JSP web tier), MSSQL Server
- Experience with the following: Modern frontend: React, TypeScript, Tailwind, AWS Amplify/Cognito
- Experience with the following: AI backend: Node.js + TypeScript, AWS Lambda, AWS Bedrock, PostgreSQL
- Experience with the following: Cloud microservices: Python, FastAPI, Pydantic, Docker, JWT
- Strong understanding of modern architecture patterns and cloud-based systems
- Hands-on experience implementing AI/ML capabilities in a product environment, including LLM integration, AI-assisted workflows, or predictive analytics
- Familiarity with AI governance, responsible AI practices, and evaluating AI vendor platforms
- Experience operating in a mission-driven or social sector
- Budget and resource planning
- Experience leading legacy system modernization — migrating or re-platforming production systems while maintaining continuity
- Working knowledge of data privacy and security compliance requirements relevant to Canadian and North American SaaS operations (PIPEDA, CASL, SOC 2)
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