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Principal Software Engineer (AI (Web & Data))

Okta4 days ago
Toronto, Ontario, Canada
Staff
Full-Time

Top Benefits

Remote work flexibility
Health and wellness programs
Competitive financial benefits

About the role

  • We are seeking an accomplished Principal Engineer to lead the technical architecture and evolution of our hybrid digital ecosystem
  • In this pivotal role, you will drive the strategic integration of multi-modal AI into our core infrastructure while architecting an omnichannel platform capable of supporting complex customer journeys
  • You will balance the adoption of proven third-party AI solutions (OpenAI, Anthropic) with the development of proprietary optimizations where they deliver a competitive advantage
  • As a technical leader, you will champion a vendor-agnostic, ethically grounded, and Privacy by Design approach to AI implementation
  • Infrastructure Modernization: Lead the roadmap for migrating legacy data pipelines to AI-native architectures. You will design modern data orchestration solutions utilizing Apache Airflow, dbt, and Kafka to replace outdated batch processing with real-time, event-driven flows
  • AI-Native Web Transformation: Define the web infrastructure required for a high-agility ecosystem. Architect the evolution of our Headless CMS environments (AEM, Contentful) and modern frontend frameworks to enable automated page assembly and AI-driven UI components
  • Agentic Pipeline Development: Design and build autonomous pipelines that bridge the gap between design systems, automated component development, and publishing workflows
  • ML & Data Engineering Leadership: Establish standards for RAG, vector databases, and LLM orchestration. Provide architectural guidance for the seamless integration of AI capabilities across headless and omnichannel systems while ensuring consistency, performance, and security
  • Engineering Productivity: Champion the use of AI-assisted coding and engineering productivity tools such as Claude Code and Cursor to accelerate development cycles and optimize architectural decision-making

Benefits

  • Work from home opportunities
  • Health + Wellness
  • Financial Benefits
  • Pay + Incentives
  • Time Off
  • Everyday Living
  • Resources- Modern Delivery: Experience with cloud-native technologies (AWS/GCP, Docker, Kubernetes) and a deep expertise in data privacy frameworks and AI ethics
  • Leadership & Advocacy: Excellence in technical diplomacy and stakeholder influence. Proven ability to translate complex AI/Data roadmaps into business value while mentoring senior teams and advocating for architectural best practices
  • AI & Web Convergence: Proven expertise integrating LLMs into production web environments with a focus on agentic workflows and autonomous UI generation
  • Experience: 8–10 years in software engineering, specializing in SaaS platform architecture and distributed systems design
  • Data Orchestration: Strong hands-on experience with Apache Airflow (or similar), Kafka, and dbt to support real-time AI applications
  • Architectural Vision: Deep understanding of headless CMS, composable, and event-driven patterns that allow for programmatic content and UI generation

About Okta

Software Development