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.

Responsibilities

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.

Compensation

The annual base salary range for this position is as follows:

Los Angeles, CA $227,000 - $260,000. This position is also eligible for benefits and a discretionary bonus. Ultimately, the salary may vary based upon factors including, but not limited to, relevant experience, time in the role, business sector, and geographic location, among other criteria. Please talk with a CAA Recruiter to learn more.

Benefits

At CAA, we offer a competitive compensation and benefits* package for all regular full-time employees:

Benefits where the company pays 80%-100% of the cost include:

• Medical Insurance
• Basic Life and AD&D Insurance
• Telemedicine
• Employee assistance and mental health counseling in person, virtually or through text
• Paid Vacation / Holidays
• Paid Sick Time
• Paid Parental Leave and Other Paid Leaves of Absence
• NICU leave
• Bereavement resources
• Adoption Benefits
• Educational Assistance
• Mental Health Resources
• Employee Assistance Plan

Employees may also elect to participate in voluntary benefits

• Dental, Vision Insurance
• 401K Plan
• Flexible Spending Accounts (Health Care and Dependent Care)
• Health Savings Account
• Voluntary Life and AD&D Insurance

Employee Perks

• Commuter Benefits

• Benefits offered also include other statutory mandated benefits

Qualified applications with arrest or conviction records will be considered for employment in accordance with the California Fair Chance Act and the Los Angeles County Fair Chance Ordinance for Employers.

Creative Artists Agency, LLC (the "Company") is committed to a policy of Equal Employment Opportunity and will not discriminate on the basis of race (inclusive of traits historically associated with race, including hair texture and protective hairstyles), color, religion, creed, gender or sex (including pregnancy, childbirth, breastfeeding or related medical conditions), national origin, ancestry, age, physical disability, mental disability, medical condition, genetic information, family and medical care leave status, military or veteran status, marital status, family status, sexual orientation, gender identity, gender expression, political affiliation, an employee's or their dependent's reproductive health decision making (e.g., the decision to use or access a particular drug, device or medical service), or any other characteristic protected by applicable law.

The absence of a permanent address is not a bar to employment. The Company does not discriminate against individuals based on housing status, including the absence of a fixed address.

The Company also complies with the Americans with Disabilities Act and applicable state and local laws with regard to providing reasonable accommodation for qualified individuals with disabilities.

CAA does not accept unsolicited resumes from third-party recruiters unless they were contractually engaged by CAA to provide candidates for a specified opening. Any such employment agency, person or entity that submits an unsolicited resume does so with the acknowledgement and agreement that CAA will have the right to hire that applicant at its discretion without any fee owed to the submitting employment agency, person or entity.