Senior Director, Training

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.

About the role

The Senior Director, Training will serve as a key leader within CAA’s Inclusion, Engagement, and Learning and Development organization within Human Resources. This individual will be responsible for the design, development, and global execution of a comprehensive training strategy that supports CAA’s talent, business goals, and culture. The 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.

Responsibilities

• 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.
• 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 partnership with stakeholders across CAA: review content, ensure smooth and timely rollouts, manage escalation processes, and 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.
• Oversee CAA’s Los Angeles training facility, including strategic programming, scheduling, and operational management to ensure a best-in-class environment for in-person learning experiences.
• Develop and 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.
• 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.
• 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.

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

• 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.
• 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.

Pay

The annual base salary for this position is in the range of $227,000 - $260,000 in Los Angeles, CA. This position is also eligible for benefits and a discretionary bonus.