Director, Learning & Development

Hi, We're Centerfield!

Supercharged customer acquisition. Centerfield delivers outcome-based digital marketing solutions and personalized omnichannel experiences for the world’s leading brands. Powered by our proprietary Dugout platform, Centerfield acquires customers at scale for leading residential service, insurance, e-commerce, and B2B brands. Centerfield’s digital experiences and digital brands, such as Business.com and BroadbandNow.com, reach more than 150 million in-market shoppers annually. Centerfield is headquartered in Silicon Beach and is proud to be recognized by Built in LA as a Best Place to Work in Los Angeles.

The Opportunity...

We are seeking a Director, Learning & Development to fully own the execution of high-impact corporate learning programs that spans across our US, UK and Jamaica teams. This role is ideal for a seasoned and strategic L&D Leader who has coached and developed leaders up to the Senior Director level, and who thrives in both strategic planning and hands-on delivery. The Director will be responsible for translating the L&D strategy into action, designing and delivering development experiences that build critical capabilities across leadership, soft skills, and functional areas. This individual will lead a team of three Centerfielders.

This is a player-coach role - equal parts strategist, facilitator, coach, and program manager. The Director must be able to influence across functions, collaborate effectively with partners, and take ownership of every aspect of program execution.

This position requires in-office presence Tuesday through Thursday each week.

How You'll Contribute...

Program Leadership & Execution

• Fully own the implementation of the L&D strategy by managing the development and delivery of programs across core capability areas:

  • Leadership Development (Emerging Leaders through Senior Directors)

  • Soft Skills and Professional Development

  • Functional Capability, including onboarding, systems/tools training, and product/business acumen

  • Policy and Compliance

• Conduct learning needs analyses in partnership with stakeholders to identify skill gaps and define learning objectives.

• Determine the most effective learning methods and modalities for each audience - ILT, VILT, eLearning, on-the-job learning, coaching, or external resources.

• Partner closely with Instructional Design, LMS Administrator, and other L&D team members to create, launch, and sustain impactful learning experiences.

• Oversee and manage a portfolio of programs including facilitated workshops, cohort learning, eLearning, coaching, mentorship programs, and tuition reimbursement.

• Personally facilitate workshops and deliver learning experiences, particularly for Mid-Level Leaders (Directors/Senior Directors).

• Provide coaching and support to individual leaders as needed, helping to drive personal and professional development.

Measurement & Optimization

• Define success metrics and measure the effectiveness of all learning programs through feedback, performance data, business KPIs, and evaluation tools.

• Regularly assess program outcomes and make data-driven improvements to content, delivery, and learner engagement.

• Report on learning impact to senior leadership and stakeholders to demonstrate ROI and influence future investments.

Collaboration & Influence

• Collaborate with HR Business Partners, People Leaders, and Business Unit leaders to align learning solutions with strategic business goals.

• Build credibility and trust across all levels of the organization through clear communication, partnership, and high-quality execution.

• Serve as a strategic partner and subject matter expert on learning and development best practices.

What We're Looking For...

• Bachelor’s degree in Organizational Development, Human Resources, Education, or a related field

• 3+ years of people management experience

• 10+ years of progressive experience in Learning & Development, including designing, delivering, and evaluating leadership development programs

• Solid experience coaching and facilitating learning for leaders up to and including the Senior Director level

• Strong cross-functional collaboration and stakeholder influence skills across varying levels of the business

• Proven ability to manage end-to-end program delivery—from strategic planning to administrative execution

• Excellent facilitation, presentation, and communication skills

• Analytical mindset with experience in program evaluation and measurement

• Comfort working independently in a fast-paced, high-growth environment

Preferred:

• Experience in a tech, startup, or global business environment

• Familiarity with LMS platforms and tools such as LinkedIn Learning, Confluence, and Microsoft Office Suite

• Coaching certification or advanced credentials in adult learning, leadership development, or instructional design

Life at Centerfield...

• This is a hybrid position, and employees are expected to work in our Playa Vista, CA office every Tuesday, Wednesday & Thursday

• Competitive salary + semi-annual bonus

• Unlimited PTO – take a break when you need it!

• Industry-leading medical, dental, and vision plans + generous parental leave

• 401(k) company match plan – fully vested on day 1

• Outside patio overlooking Playa Vista + cabanas, firepits & working grills

• Monthly happy hours, catered lunches + daily food trucks

• Award-winning culture & unprecedented team spirit (featured in LA Business Journal & Built In LA)

• Fully stocked kitchens with snacks & drinks

• Breakroom supplied with games, couches, workout equipment + weekly in-office exercise classes hosted by professional instructors (yoga, kickboxing & circuit training)

• Free onsite gym + locker rooms

• Paid charity and volunteer days (local mentor programs, adopt a pet, beach cleanup, etc.)

• Monthly team outings (ball games, casino night, hikes, etc.)

• Career growth – we enjoy promoting from within!

#LI-Hybrid

#LI-HM1

AI & Interview Policy

At Centerfield, we use AI tools internally to support efficiency and fairness in our hiring process, including resume screening and administrative tasks.

Candidates are welcome to use AI tools ethically to prepare for interviews, such as practicing responses or researching questions. However, all responses during the interview process should reflect your own knowledge, experience, and judgment.

The use of AI tools to generate responses during live interviews, technical assessments, or written submissions is not permitted unless explicitly stated otherwise.

To learn more, visit us Here.

Interviews will take place after resumes have been screened for the minimum requirements. Please note that this position is not restricted solely to the responsibilities listed above and that the job scope and responsibilities are subject to change.

For more information about our collection, use, and disclosure of your personal information in connection with our evaluating your candidacy, please visit our Privacy Policy at https://www.centerfield.com/privacy-policy/.

Centerfield Media is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, age, religion, sex, national origin, disability, protected veteran status, or any other characteristic protected under federal, state or local law.