Director, AI Learning & Enablement

Fidelity Investments • Boston, MA

2d • $95,000 - $186,000

About The Position

The Director, AI Learning & Enablement will lead the development and execution of Asset Management’s AI capability-building strategy. The role designs and delivers learning programs, adoption initiatives, and role-based enablement experiences to help associates effectively use approved AI tools in the Asset Management function. The Director partners with AM HR, AI Program Leadership, Technology, Compliance, and Business Partners to accelerate AI fluency while supporting responsible and effective use of AI capabilities.

The position develops Asset Management-specific AI curricula and progressive learning paths, creates role-based learning journeys, and leads deployment and training for approved AI tools. It also builds learning experiences for evolving division-specific tools and models, translates technical capabilities into business-focused learning, and supports advanced prompt engineering and workflow integration training.

The Director drives AI adoption through champion networks, communications, and awareness efforts; measures adoption, engagement, and learning effectiveness; and uses analytics to improve program outcomes. The role partners with legal, compliance, and risk teams to ensure learning materials reflect approved AI usage standards.

The role is part of the Asset Management Talent Development team, which builds investing, technical, digital, and leadership capabilities and partners across Asset Management on talent strategies, organizational effectiveness, employee growth, and long-term business priorities. Fidelity states that onsite expectations vary by role and location and may evolve as its phased transition to a full-time onsite model continues.

Requirements

• At least 8 years of experience in workforce transformation, technology enablement, learning and development, or organizational effectiveness.
• Experience leading enterprise technology adoption programs.
• Strong consulting and stakeholder-management skills.
• Excellent executive communication skills.
• Asset management or financial services experience.
• Knowledge of AI concepts and tools.
• Generative AI and prompt engineering experience.
• Analytics and learning measurement expertise.
• Demonstrated curriculum development experience.
• Intellectual curiosity about emerging technology.
• Ability to acclimate quickly and work in a highly matrixed organization.

Responsibilities

• Design and maintain an Asset Management-specific AI learning curriculum aligned with enterprise efforts.
• Create progressive learning paths from foundational AI literacy through advanced use-case application.
• Develop role-based learning journeys for investment, research, operations, technology, and support functions.
• Lead broad-scale deployment and training for approved AI tools.
• Develop enablement resources, including prompt libraries, playbooks, and manager toolkits.
• Facilitate workshops, office hours, asynchronous learning, and hands-on labs.
• Build learning experiences for evolving division-specific tools and models.
• Partner with technology teams to translate technical capabilities into business-focused learning.
• Support advanced prompt engineering and workflow integration training.
• Highlight emerging AI use cases across investment and operational functions.
• Develop and drive AI Champion networks, communications, and awareness efforts.
• Monitor adoption, engagement, and learning effectiveness; use analytics to refine programs and improve outcomes.
• Partner with legal, compliance, and risk teams and ensure learning materials reflect approved AI usage standards.

Benefits

• Comprehensive health care coverage
• Emotional well-being support
• Retirement benefits
• Paid time off
• Parental leave
• Charitable giving employee match program
• Educational assistance, including student loan repayment, tuition reimbursement, and learning resources

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed