Senior Director, Training & Learning Operations

Job Description

• Who We Are
• Creative Artists Agency (CAA) is the leading entertainment and sports agency, with global expertise in filmed and live entertainment, digital media, publishing, sponsorship sales and endorsements, media finance, consumer investing, fashion, trademark licensing, and philanthropy. Distinguished by its culture of collaboration and exceptional client service, CAA’s diverse workforce identifies , innovates, and amplifies opportunities for the people and organizations that shape culture and inspire the world. The trailblazer of the agency business, CAA was the first to build a sports business, create an investment bank, launch a venture fund, found technology start-up companies, establish a philanthropic arm, build a business in China, and form a brand marketing services division, among other innovations. Named Most Valuable Sports Agency by Forbes for eight consecutive years, CAA represents more than 2,000 of the world’s top athletes in football, baseball, basketball, hockey, soccer, in addition to coaches, on-air broadcasters, and sports personalities and works in the areas of broadcast rights, corporate marketing initiatives, social impact, and sports properties for sales and sponsorship opportunities. Founded in 1975, CAA is headquartered in Los Angeles, and has offices in New York, Nashville, Memphis, Chicago, Miami, London, Munich, Geneva, Stockholm, Shanghai, and Beijing, among other locations globally.

The Role

The Senior Director, Training & Learning Operations will serve as a key leader within CAA’s Inclusion, Engagement, and Learning and Development organization within Human Resources , responsible for the design, development, and global execution of a comprehensive training strategy that supports CAA’s talent, business goals, and culture. This individual will bring deep expertise in training and learning operations, instructional design, and organizational effectiveness to build scalable, high-impact training programs that serve a diverse, global workforce.

This role works in close partnership with the Senior Director, Learning & Development , Global Head of Inclusion, Engagement & Learning & Development and across a global Human Resources function , to ensure an integrated and unified approach to global learning and training — one that is grounded in measurable outcomes and a shared commitment to building a global culture of continuous learning.

Responsibilitie s

Global Training Delivery Strategy

Design, develop, and execute a forward-looking global training delivery strategy aligned with CAA’s organizational priorities and values

Partner with senior business leaders and key stakeholders to plan, implement, and oversee change management aspects of global training initiatives, including compliance, AI literacy, and skills-based development programs

Collaborate closely with the Senior Director, Learning & Development to ensure a fully integrated global training and learning strategy that drives consistent, high-quality experiences across all regions

Establish scalable global training best practices and standard operating procedures that enable consistency and efficiency across markets

Learning Management System (LMS) & Technology

Provide strategic and operational oversight of CAA’s Workday Learning Management System (LMS), including content management, system administration, user experience, and reporting

Lead compliance training efforts in close partnership with stakeholders across CAA: lead team to review content, ensure smooth and timely rollouts, manage escalation processes, and regularly report on results.

Maintain current knowledge of AI-based learning tools, systems, and best practices; identify and implement innovative solutions that enhance the learner experience and operational efficiency

Lead the selection and ongoing relationship management of external learning partners and vendors, ensuring quality, value, and alignment with CAA’s training objectives

Los Angeles Learning Facility

Oversee CAA’s Los Angeles training facility, including strategic programming, scheduling, and operational management

Ensure the facility serves as a best-in-class environment for innovative and engaging in-person learning experiences, executive programming, and facilitation

Tools, Measurement & Analytics

Develop / identify global and locally customizable templates, tools, and resources to drive consistency and cohesion in learning practices and processes

Define and track key metrics and analytics to assess learner participation, program effectiveness, and overall training impact across the organization

Translate data insights into actionable recommendations that continuously improve training quality and business outcomes

Develop and present regular reporting and dashboards for senior leadership

Train-the-Trainer & Capability Building

Build and develop a robust train-the-trainer program that enables global consistency in training practices, facilitation standards, and program execution

Identify , certify, and coach internal facilitators and training champions across global offices

Team Leadership

Lead, develop, and inspire a team of 2, including a Learning Solutions Manager and an LMS Administrator

Foster a team culture rooted in trust, inclusion, high performance, and continuous growth

Model inclusive leadership practices and create an environment where every team member can thrive and deliver their best work

Qualifications

12 + years of progressive experience in training, learning & development, or organizational effectiveness, with at least 3–5 years in a senior leadership role

Bachelor’s degree required ; Master’s degree in Organizational Development , Education, Human Resources, or a related field preferred

Relevant certifications in facilitation, instructional design, change management (e.g., Prosci , CPTD, ATD), or Workday LMS are a plus

Proven experience designing and executing global training strategies within a complex, matrixed organization

Experience managing learning operations at scale, including LMS administration and vendor/partner management

Background in change management principles and their application to training and organizational initiatives

Skills & Competencies

Workday LMS Expertise Demonstrated knowledge of Workday Learning, including content management, learner reporting, and system configuration best practices.

Facilitation Excellence Strong facilitation skills with the ability to design and deliver engaging, impactful learning experiences for diverse audiences at all levels of the organization.

Training & Instructional Design Best Practices Deep understanding of adult learning principles, instructional design methodologies, and current best practices in blended and digital learning.

Learning Operations Expertise Experience leading the operational infrastructure of a training function, including scheduling, vendor management, budget oversight, and program logistics .

Communications & Change Management Skilled communicator with the ability to develop compelling training narratives and manage the people side of change through structured change management frameworks.

Inclusive Leadership & Team Building Demonstrated ability to create a team environment defined by trust, belonging, psychological safety, and a high-performance culture. Leads with empathy and equity in all aspects of people management.

Relationship Building & Influence Exceptional interpersonal skills with the ability to build meaningful relationships, earn credibility, and effectively influence colleagues and stakeholders at all levels of the organization — without direct authority.

AI & Emerging Learning Technologies Current knowledge of AI-powered learning tools, platforms, and best practices; ability to evaluate and implement technology that enhances learning at scale.

Location

This role is hybrid, based in our Los Angeles office.

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