Secure Every Identity, from AI to Human
Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations to safely embrace this new era. This work requires a relentless drive to solve complex challenges with real-world stakes. We are looking for builders and owners who operate with speed and urgency and execute with excellence.
This is an opportunity to do career-defining work. We're all in on this mission. If you are too, let's talk.
In this role, you will be acting as a key architect for AI-driven modernization and serve as the lead for Toronto’s Talent, Development, and Experience (TDE) ecosystem within the global L&D team. You will bridge the gap between local employee experience and global AI enablement, moving our internal processes from manual design to scalable, AI-assisted models.
This role is critical in moving the organization from manual, program-based learning models to intelligent, scalable, AI-assisted systems of development.
Key Responsibilities
Own the strategy, delivery, and evolution of Toronto's learning and talent experience.
- Lead end-to-end execution of programs for the Toronto site (onboarding, manager development, employee experience).
- Serve as the local extension of the global onboarding strategy, ensuring programs scale effectively while meeting site-specific needs.
- Embed learning into day-to-day workflows to drive sustained behavior change, not one-time participation.
- Own manager capability programs locally.
- Partner with Workplace and senior leaders to activate the office as a culture and development hub.
- Track engagement, adoption, and business impact at the site level.
Drive AI modernization across design and delivery.
- Help define and operationalize an AI enablement strategy.
- Identify high-friction workflows and redesign them using AI-assisted solutions (e.g., copilots, automation, content generation, knowledge retrieval)
- Source, test, and model AI solutions (LLMs, content automation, workflow enablement).
- Move the organization from AI awareness to measurable adoption.
- Apply AI tools to accelerate learning design, personalization, and program iteration.
- Advise senior leaders on AI-enabled learning innovation.
Act as a Strategic Consulting Partner
- Reframe requests into solution pathways (e.g., workflow redesign, manager enablement, AI augmentation, or targeted learning)
- Facilitate working sessions to help teams identify friction points and redesign how work gets done
- Advise teams and leaders on AI-enabled talent strategies, manager effectiveness, and future-of-work capabilities
- Balance local needs with global priorities, ensuring alignment while advocating for site-specific solutions
This role is ideal for someone who thrives operating across the full spectrum of talent development — one day facilitating a manager workshop, the next designing scalable AI-powered learning solutions that shape the future of how we work.
Relationships
- Partner closely with senior leaders, People Business Partners, and cross-functional stakeholders to ensure learning initiatives directly support business outcomes
- Act as a strategic advisor on AI enablement and manager effectiveness
- Build strong, trust-based partnerships across global teams
- Thrive in a fast-moving, evolving environment with shifting priorities
- Serve as a reliable, proactive communicator, ensuring transparency on timelines, risks, and impact
Education and Experience Requirements
- 5+ years of experience in leadership development, learning strategy, or program management
- Demonstrated experience leading complex, enterprise-wide learning initiatives
- Experience integrating AI tools and technology into learning design and/or workflow enablement strongly preferred
- Strong background in instructional design with a focus on measurable behavior change
- Experience designing and scaling manager development programs (feedback, coaching, performance enablement)
- Organized with exceptional attention to detail
- Strong consulting, communication, and facilitation skills
- Data-driven mindset with the ability to define and measure impact
- Ability to anticipate challenges and proactively drive solutions
- Adaptable and comfortable operating in ambiguity
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The Okta Experience
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.
Okta is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, ancestry, marital status, age, physical or mental disability, or status as a protected veteran. We also consider for employment qualified applicants with arrest and convictions records, consistent with applicable laws.
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