Sr. Training and Knowledge Management Manager (Legal)

Accelerate your career by joining Okta, the leading provider of identity for the enterprise, as a member of our growing Legal Operations team as Sr. Training & Knowledge Management Manager. In this position you will play a key role in supporting the Legal team at a high-growth, publicly-traded enterprise software company. You will be responsible for defining the vision and strategy for the Legal team’s training and knowledge management program, ensuring it is designed not just for human search, review, and understanding, but also for compatibility with modern AI systems. In this strategic role you will be tasked with establishing a unified knowledge management and training strategy that can be re-architected to fully leverage AI, empowering the team and our global business partners to move faster and enabling employees to easily get the information they need to be productive in an AI-driven environment.

This position will be based in Toronto, Canada. If you want to work at a company that values personal growth, professional development, volunteerism, and solves complex problems with a talented, dedicated, and supportive team of legal leaders, then apply to join our rapidly-growing team!

What we are looking for:

Okta is looking for a seasoned strategist who thinks in terms of scalability and systems and who can build a culture of learning. You should have a proven track record of managing complex, cross-functional projects and a deep understanding of how a successful training and knowledge management program, designed for how modern AI tools process and serve up information, can directly impact a company's bottom line.

Responsibilities:

• Strategize & Lead: Develop, champion, and execute a multi-year strategic roadmap for the Legal team’s Knowledge Management and Training program, ensuring alignment with broader organizational goals.


• Unify: Partner across the organization (Sales Enablement, Okta University, and Learning & Development) to establish a unified, best-in-class approach for company-wide legal training topics.


• Create & Deliver: Design, host, and produce engaging on-demand content and live training sessions for the Legal team and company-wide, including designing a scalable onboarding program for new Legal team hires.


• Legal Content Creation: Leverage broad legal knowledge and experience to actively create and build high-quality, relevant legal team content, ensuring it is both substantively sound and easy to consume.


• AI Content Optimization: Strategically build and optimize legal knowledge content for seamless ingestion by AI systems, ensuring the information is structured to effectively train, govern, and power internal AI models and bots for various use cases.


• Scale Knowledge: Establish standards for knowledge capture, lifecycle management, and governance, leverage self-service technologies (e.g. AI-driven search, workflow automation, etc.) to maintain the knowledge base, dramatically reduce redundant inquiries, and enable employees to self-serve relevant information.


• Mentor & Guide: Provide strategic oversight and professional guidance to the Training & Knowledge Management Specialist, driving departmental consistency and fostering career growth.


• Measure & Optimize: Define and report on sophisticated metrics (e.g. ROI, adoption rates, knowledge gaps, etc.) to the Director of Legal Operations to continually measure program effectiveness and inform future strategy.


• Drive Collaboration: Proactively manage relationships with internal stakeholders to ensure all legal learning and knowledge management needs are anticipated and addressed.

Preferred Experience:

• Bachelor's Degree in Learning and Development, Knowledge Management, or a related field.


• Minimum of 10 years of professional experience, with at least 7 years focused on Training and Knowledge Management.


• Experience supporting an in-house Legal department or paralegal experience required.


• Demonstrated working knowledge of core legal concepts and terminology to drive content creation and ensure content accuracy and relevance.


• Demonstrated expertise in building, designing, and deploying engaging content, including wikis, e-learning courses, training curricula, and professional presentations.


• Experience optimizing content for use by a variety of systems, including AI models and search engines.


• Exceptional communication, collaboration, and presentation skills; a proactive and influential leadership style is a must.


• Proven ability to work cross-functionally across a global enterprise.


• Advanced proficiency with modern knowledge management and training tools such as Confluence, Highspot, WalkMe, Articulate, Zoom, PowerPoint, Google Slides, and workflow automation platforms (e.g. TAP).


• Deep understanding and application of adult learning concepts, theories, and best practices.


• Demonstrated ability to influence senior stakeholders, drive consensus, and lead complex change management initiatives.


• Ability to set clear goals, define performance metrics, and consistently drive accountability for results.

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