Okta

Principal Software Engineer, AI (Web & Data)

Okta$175K — $192K *
Information Technology
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 8-10 years in software engineering with a focus on SaaS platform architecture and distributed systems design.
  • Demonstrated excellence in technical diplomacy and stakeholder influence, translating complex roadmaps into business value.
  • Hands-on experience with Apache Airflow, Kafka, and dbt for real-time AI applications.
  • Expertise in integrating LLMs into production web environments, emphasizing agentic workflows.
  • Deep understanding of headless CMS and event-driven patterns for content and UI generation.
  • Familiarity with cloud-native technologies (AWS/GCP, Docker, Kubernetes) and data privacy frameworks.

Responsibilities

  • Lead migration of legacy data pipelines to AI-native architectures, designing real-time data solutions using Apache Airflow, dbt, and Kafka.
  • Architect web infrastructure for high-agility ecosystems, evolving Headless CMS environments and modern frontend frameworks.
  • Design autonomous pipelines bridging design systems with automated component development and publishing workflows.
  • Establish standards for RAG, vector databases, and LLM orchestration, ensuring seamless integration of AI across systems.
  • Champion AI-assisted coding tools to enhance engineering productivity and optimize architectural decisions.

Benefits

  • Health, dental, and vision insurance.
  • RRSP with matching contributions.
  • Healthcare spending and telemedicine support.
  • Paid leave policies including PTO and parental leave.
  • Intensive in-person onboarding experience to foster early engagement.
Full Job Description
Role Overview

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.

Key Responsibilities
  • 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.

Required Qualifications
  • Experience: 8-10 years in software engineering, specializing in SaaS platform architecture and distributed systems design.
  • 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.
  • Data Orchestration: Strong hands-on experience with Apache Airflow (or similar), Kafka, and dbt to support real-time AI applications.
  • AI & Web Convergence: Proven expertise integrating LLMs into production web environments with a focus on agentic workflows and autonomous UI generation.
  • Architectural Vision: Deep understanding of headless CMS, composable, and event-driven patterns that allow for programmatic content and UI generation.
  • Modern Delivery: Experience with cloud-native technologies (AWS/GCP, Docker, Kubernetes) and a deep expertise in data privacy frameworks and AI ethics.


#LI-Hybrid

#P24079_3413893

Below is the annual salary range for candidates located in Canada. Your actual salary will depend on factors such as your skills, qualifications, and experience. In addition, Okta offers equity (where applicable), bonus, and benefits, including health, dental, and vision insurance, RRSP with a match, healthcare spending, telemedicine, and paid leave (including PTO and parental leave) in accordance with our applicable plans and policies. To learn more about our Total Rewards program, please visit: https://rewards.okta.com/can.

The annual base salary range for this position for candidates located in Canada is between:

$175,000-$192,500 CAD

The Okta Experience
  • Supporting Your Well-Being
  • Driving Social Impact
  • Developing Talent and Fostering Connection + Community

We are intentional about connection. Our global community, spanning over 20 offices worldwide, is united by a drive to innovate. Your journey begins with an immersive, in-person onboarding experience designed to accelerate your impact and connect you to our mission and team from day one.

About Okta

Okta is a leading provider of identity and access management solutions for enterprises. The company's cloud-based platform enables organizations to securely connect people and technology, providing secure access to applications and data from any device, anywhere, at any time. Okta's solutions are used by thousands of organizations worldwide, including many Fortune 500 companies. The company was founded in 2009 and is headquartered in San Francisco, California. Okta is committed to providing innovative solutions that help organizations stay secure and productive in today's digital world.
Learn more about Okta
Size
5,342 employees
Market Cap
$10.5 billion
Industry
Net Income
-$266.3 million
Founded
2009
5 Year Trend
+51.9%
Revenue
$835.4 million
NASDAQ

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