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Director of Learning and Development

Admiral Talent > Jobs > Director of Learning and Development

About the Opportunity

The skills that made an organization successful five years ago will not necessarily be the skills that allow it to compete five years from now.

Artificial intelligence is changing how knowledge work gets performed. Automation is redesigning operating models. Managers are leading increasingly distributed organizations. Technical capabilities are evolving faster than traditional training cycles. Employees expect clearer development pathways, while executives need stronger evidence that investments in learning are translating into better business performance.

Against that backdrop, Learning and Development can no longer operate primarily as a catalog of courses.

It must operate as an enterprise capability system.

We are seeking an exceptional Director of Learning and Development to architect that system and lead a sophisticated learning organization responsible for strengthening the capabilities the business needs today while preparing the workforce for what comes next.

This is a high-impact enterprise leadership position operating at the intersection of business strategy, talent, leadership, organizational effectiveness, technology, AI, workforce planning, culture, and transformation.

The Director will establish an enterprise learning strategy aligned with the organization’s most important priorities and translate those priorities into scalable capability-building programs.

The portfolio may span executive and leadership development, manager effectiveness, professional skills, technical academies, functional capability programs, AI fluency, digital transformation, onboarding, career development, reskilling, upskilling, mentoring, coaching, and enterprise learning technology.

But the mandate extends further than program creation.

The Director will work with senior business and People leaders to determine where capability gaps could constrain strategy.

If the organization is investing aggressively in AI, what must leaders understand about redesigning work?

If the company is entering new markets, which capabilities must be built before expansion accelerates?

If first-time managers are struggling, is the solution another course—or does the organization need a fundamentally different manager operating system?

If thousands of employees complete training but behavior does not change, what failed?

These are the types of questions this leader will be expected to answer.

A major priority will be moving the organization from a predominantly course-centric learning model toward a skills- and capability-based model.

That means building better visibility into critical skills, identifying future capability requirements, developing role-based learning pathways, connecting development with career mobility, and using data to determine whether learning investments are actually changing performance.

Artificial intelligence will be especially important.

The Director will help define how employees learn to work effectively with AI while simultaneously determining how AI itself can transform learning through personalization, intelligent coaching, content generation, knowledge discovery, skills inference, simulations, and adaptive learning experiences.

The objective is not to introduce AI because it is fashionable.

The objective is to help the workforce become meaningfully more capable.

This leader will also own one of the most consequential aspects of organizational performance: leadership quality.

From first-time managers through senior executives, the Director will build experiences that strengthen decision-making, accountability, coaching, strategic thinking, communication, change leadership, talent development, and organizational judgment.

The successful candidate will combine the strategic sophistication of an organizational consultant, the commercial mindset of a business leader, the creativity of a learning architect, and the operating discipline required to deliver at enterprise scale.

The ultimate measure of success will not be how much learning the organization delivers.

It will be how much more capable the organization becomes.


Essential Duties and Responsibilities

ENTERPRISE PRIORITY I — Learning & Capability Strategy

Develop a multi-year enterprise Learning and Development strategy directly connected to business priorities.

  • Identify capabilities required for future growth.
  • Translate corporate strategy into workforce-development priorities.
  • Establish enterprise learning principles and governance.
  • Determine where centralized versus business-led learning creates the greatest value.
  • Develop annual and multi-year capability roadmaps.
  • Prioritize investments according to strategic importance and measurable workforce need.
  • Present learning strategy and investment recommendations to executive leadership.

ENTERPRISE PRIORITY II — Skills-Based Organization

Build infrastructure that allows the organization to understand and develop workforce capabilities more dynamically.

Lead initiatives involving:

  • Enterprise skills taxonomy
  • Skills architecture
  • Role capability frameworks
  • Skills assessments
  • Proficiency models
  • Career pathways
  • Internal mobility
  • Reskilling
  • Upskilling
  • Skills-gap analysis
  • Future capability forecasting

Partner with Talent Management, Workforce Planning, HR Technology, and business leaders to connect skills information with broader talent decisions.


ENTERPRISE PRIORITY III — Leadership Development

Create an integrated leadership-development architecture spanning multiple levels.

Programs may support:

Emerging Leaders → First-Time Managers → Experienced Managers → Directors → Executives

Develop capabilities involving:

  • Strategic thinking
  • Decision-making
  • Coaching
  • Performance leadership
  • Talent development
  • Executive communication
  • Change leadership
  • Organizational judgment
  • Inclusive leadership
  • Cross-functional influence
  • Financial and commercial acumen
  • Leading through ambiguity

Move leadership development beyond isolated workshops toward sustained behavioral change.


ENTERPRISE PRIORITY IV — Manager Excellence

Develop a distinctive manager experience that improves how employees are led.

Establish clear expectations around:

  • Goal setting
  • Performance conversations
  • Feedback
  • Coaching
  • Career development
  • Team effectiveness
  • Accountability
  • Recognition
  • Difficult conversations
  • Change management
  • Employee engagement

Use employee and performance data to identify where manager capability requires additional intervention.


ENTERPRISE PRIORITY V — AI & Future-of-Work Capability

Lead enterprise learning strategy for an AI-enabled workforce.

Develop capability programs around:

  • Generative AI
  • AI literacy
  • Responsible AI
  • Prompting and workflow design
  • AI-assisted productivity
  • Human-AI collaboration
  • Agentic workflows
  • Data literacy
  • Automation
  • Digital fluency

Partner with Technology, Data, Risk, Legal, Security, and business leadership to ensure AI learning is practical, responsible, role-relevant, and connected to real work.


ENTERPRISE PRIORITY VI — Functional Academies

Establish high-impact academies for strategically important functions.

Potential academies may include:

  • Engineering
  • Data & AI
  • Product
  • Sales
  • Finance
  • Operations
  • Customer Success
  • Risk & Compliance
  • Marketing
  • Supply Chain
  • People Leadership

Partner with functional executives and subject-matter experts to define capability standards and learning pathways.


ENTERPRISE PRIORITY VII — Executive Development

Partner with senior People leadership on development strategies for senior executives.

Support:

  • Executive assessment
  • Executive coaching
  • Leadership transitions
  • Enterprise leadership forums
  • Strategic learning experiences
  • Succession acceleration
  • Team effectiveness
  • External executive education

Ensure executive development is closely connected with succession and organizational strategy.


ENTERPRISE PRIORITY VIII — Career Growth & Internal Mobility

Create stronger connections between learning and career opportunity.

Develop:

  • Career pathways
  • Role-based learning journeys
  • Development planning
  • Mentoring
  • Sponsorship
  • Internal talent marketplaces
  • Professional certifications
  • Cross-functional learning
  • Experiential development

Help employees understand not only what they can learn, but where that learning can take them.


ENTERPRISE PRIORITY IX — Learning Experience & Architecture

Design learning experiences appropriate for different audiences and objectives.

The portfolio may include:

  • Cohort programs
  • Digital learning
  • Live workshops
  • Executive education
  • Simulations
  • Case-based learning
  • Peer learning
  • Coaching
  • Mentoring
  • Communities of practice
  • On-the-job experiences
  • Certifications
  • Self-directed learning
  • Microlearning

Select methodologies based on the desired capability outcome rather than defaulting to a particular format.


ENTERPRISE PRIORITY X — Learning Technology Ecosystem

Own or influence the strategy for enterprise learning technology.

Platforms may include:

  • Learning Management Systems
  • Learning Experience Platforms
  • Skills platforms
  • Coaching platforms
  • Content libraries
  • Knowledge systems
  • Talent marketplaces
  • AI learning tools
  • Learning analytics platforms

Potential ecosystems may involve Workday Learning, Degreed, Cornerstone, LinkedIn Learning, Udemy Business, Coursera, Pluralsight, or comparable enterprise technologies.

Simplify the employee experience across platforms wherever possible.


ENTERPRISE PRIORITY XI — AI-Enabled Learning Experience

Evaluate responsible applications of AI within the learning ecosystem.

Opportunities may include:

  • Personalized learning pathways
  • AI coaching
  • Intelligent content recommendations
  • Skills inference
  • Knowledge retrieval
  • Learning-content generation
  • Practice simulations
  • Scenario generation
  • Adaptive assessments
  • Learning analytics
  • Content localization

Maintain appropriate human oversight and standards for accuracy, privacy, intellectual property, security, and responsible AI.


ENTERPRISE PRIORITY XII — Learning Analytics & Business Impact

Develop a rigorous measurement framework.

Move beyond completion rates and satisfaction scores.

Evaluate learning through measures such as:

  • Capability improvement
  • Behavior change
  • Manager effectiveness
  • Internal mobility
  • Time-to-proficiency
  • Employee performance
  • Skills acquisition
  • Leadership readiness
  • Productivity
  • Retention
  • Business KPI movement
  • Program ROI where appropriate

Build executive dashboards that clearly communicate the value and effectiveness of capability investments.


ENTERPRISE PRIORITY XIII — Global Learning Governance

Establish governance that enables enterprise consistency while respecting regional requirements.

  • Define global learning standards.
  • Establish program-design principles.
  • Develop investment criteria.
  • Create content governance.
  • Reduce redundant learning.
  • Clarify ownership across corporate and business learning teams.
  • Enable appropriate localization.
  • Establish vendor and technology standards.

Create a model that enables scale without creating unnecessary bureaucracy.


ENTERPRISE PRIORITY XIV — External Learning Ecosystem

Develop strategic partnerships with external organizations.

Partners may include:

  • Universities
  • Executive education institutions
  • Professional associations
  • Technology companies
  • Learning providers
  • Coaching organizations
  • Specialist consultants

Evaluate partnerships based on capability outcomes, quality, scalability, cost, and strategic relevance.


ENTERPRISE PRIORITY XV — Learning Organization Leadership

Lead and develop a high-performing L&D organization.

The team may include:

  • Learning strategists
  • Instructional designers
  • Leadership-development professionals
  • Program managers
  • Learning technologists
  • Facilitators
  • Capability consultants
  • Learning analysts
  • Operations professionals

Establish clear standards for strategic consulting, design quality, execution, measurement, and business partnership.

Build a team capable of challenging requests rather than simply accepting training orders.


Job Qualifications and Requirements

  • 12+ years of progressive experience across Learning & Development, Talent Management, Leadership Development, Organizational Development, Workforce Transformation, or related disciplines.
  • Significant enterprise L&D leadership experience within a large, complex organization.
  • Demonstrated experience developing enterprise learning and capability strategies.
  • Experience leading through senior L&D professionals and/or multidisciplinary learning teams.
  • Strong leadership-development expertise.
  • Experience building manager-development programs at scale.
  • Demonstrated knowledge of modern learning architecture and instructional strategy.
  • Experience with skills-based workforce initiatives.
  • Strong understanding of learning technology ecosystems.
  • Experience with enterprise transformation and change.
  • Strong analytical and measurement capabilities.
  • Demonstrated ability to connect workforce capabilities with business strategy.
  • Experience managing significant external vendor relationships and learning investments.
  • Exceptional executive communication and presentation skills.
  • Ability to influence senior leaders without relying exclusively on formal authority.
  • Bachelor’s degree in Organizational Development, Human Resources, Business, Psychology, Education, Learning Sciences, or another relevant discipline expected.

Highly Valued Experience

Particular value will be placed on experience involving:

  • Global technology organizations
  • Financial services or FinTech
  • AI transformation
  • Enterprise SaaS
  • Large-scale workforce transformation
  • Skills-based organizations
  • Leadership academies
  • Executive development
  • Internal talent marketplaces
  • Learning analytics
  • Organizational effectiveness
  • M&A integration
  • Digital transformation
  • Global operating models
  • Enterprise HR technology

An MBA, Master’s in Organizational Psychology, Organizational Development, Human Resources, Learning Sciences, or comparable advanced qualification is highly valued.


Personal Capabilities and Qualifications

Enterprise Perspective

You think about organizational capability—not merely training programs.

Business Acumen

You understand strategy, operating models, productivity, talent economics, and organizational performance well enough to advise business leaders credibly.

Intellectual Curiosity

You continuously study how technology, AI, leadership, workforce expectations, and organizational design are changing.

Learning Architecture Judgment

You know when a course is appropriate—and when coaching, workflow redesign, manager intervention, experience, technology, or organizational change is the better answer.

Executive Influence

You can challenge senior leaders constructively and translate talent issues into business language.

Systems Thinking

You recognize connections between skills, performance, careers, succession, technology, culture, and workforce planning.

Measurement Discipline

You want evidence that development programs are changing capability rather than merely generating participation.

Talent Builder

You invest seriously in developing the L&D professionals responsible for developing everyone else.

Transformation Leadership

You can lead significant change while maintaining credibility with both executives and employees.


Strategic Support

The Director of Learning and Development will operate as a strategic workforce advisor across major enterprise priorities.

Business Transformation

Determine the capabilities required to support changing operating models.

AI Transformation

Prepare leaders and employees to work effectively within AI-enabled environments.

Workforce Planning

Translate future business requirements into capability-development priorities.

Succession

Accelerate development of leaders being prepared for broader responsibilities.

Organizational Effectiveness

Identify situations where performance challenges require more than training.

Mergers & Acquisitions

Support workforce integration, leadership alignment, and capability harmonization.

Growth & Market Expansion

Prepare employees and leaders for new products, customers, geographies, and operating requirements.

Culture

Translate desired cultural behaviors into observable leadership and employee practices.

Talent Mobility

Connect development investments with internal career opportunities.

The Director will help leadership answer a critical enterprise question:

Do we have the capabilities required to execute the strategy we are building?


Working Conditions

  • Hybrid or flexible working arrangements may be available depending on organizational requirements.
  • Regular interaction with senior executives, People leadership, business-unit leaders, Technology, Finance, Strategy, and external partners.
  • Collaboration across multiple geographic regions and time zones may be required.
  • Domestic and international travel may be required for leadership programs, executive sessions, business reviews, and major learning initiatives.
  • Periodic additional availability may be necessary around executive programs, transformation initiatives, major launches, or global leadership events.
  • The position involves access to confidential workforce, succession, leadership, organizational, and business-strategy information.
  • The environment requires significant executive interaction, strategic prioritization, and management of multiple enterprise initiatives simultaneously.

Job Function

Executive Function: People & Organizational Capability

Primary Discipline: Learning and Development

Enterprise Scope: Leadership + Skills + Technology + Workforce Transformation

Core Areas of Expertise:

Enterprise Learning Strategy | Leadership Development | Manager Effectiveness | Executive Development | Skills Strategy | Workforce Transformation | AI Capability | Talent Development | Career Mobility | Learning Technology | Learning Analytics | Organizational Development | Capability Academies | Learning Experience | Change Leadership


Compensation & Benefits

Executive Compensation Package

$370,000 – $455,000 annually

Final compensation will consider enterprise leadership scope, depth of L&D expertise, global workforce experience, organizational complexity, leadership-development expertise, AI and workforce-transformation experience, team responsibility, geographic considerations, and overall qualifications.

The broader executive total-rewards package may include:

  • Annual executive performance incentives
  • Equity or long-term incentive awards where applicable
  • Comprehensive medical, dental, and vision coverage
  • Executive retirement and savings programs where applicable
  • Employer-sponsored life and disability protection
  • Generous paid time off
  • Paid parental and family leave
  • Executive coaching and development resources
  • Professional association and executive-education support
  • Flexible or hybrid working arrangements
  • Wellness and employee-assistance resources
  • Business travel support
  • Additional executive benefits according to organizational policy

Why Join Us

Many organizations say that people are their greatest asset.

Far fewer build the infrastructure required to continuously increase the value of that asset.

This role exists to do exactly that.

You will have the opportunity to influence how an enterprise develops leaders, prepares employees for AI, identifies critical skills, accelerates careers, builds technical capability, strengthens managers, and prepares its workforce for strategies that may not yet be fully operational.

You will not simply inherit a learning catalog and optimize course completion.

You will have the mandate to ask whether the organization is developing the right capabilities in the right populations at the right time—and whether those capabilities are actually changing performance.

You will operate alongside leaders making decisions about technology, growth, transformation, talent, and the future operating model.

And you will help ensure the workforce can execute those decisions.

The opportunity is to move the organization from:

Training → Learning → Capability → Performance

and ultimately connect:

Business Strategy → Future Skills → Leadership → Workforce Capability → Behavior Change → Organizational Performance

For a Learning and Development leader who wants to influence how an enterprise prepares for its future—not simply how it trains for today—this role provides the scale, executive visibility, technology, and strategic mandate to build something consequential.