Director, Learning and Development

Raymond James•Saint Petersburg, FL

1d•Hybrid

About The Position

This position will follow our hybrid work model; we expect the selected candidate to work 3 days a week at our corporate office in Saint Petersburg, FL. We are seeking a dynamic and forward-thinking Director of Learning & Development to partner in the design, delivery, and continuous evolution of enterprise leadership development programs and experiences. This role is pivotal in cultivating a culture of continuous development, enhancing leadership capabilities, and aligning talent strategies with business objectives. The ideal candidate will be a visionary leader with a strong background in adult learning, learning and leadership development and facilitation.

Requirements

Bachelor’s degree in Business, Human Resources, Organization Development and a minimum of 10 (ten) to 12 (twelve) years of professional HR experience with a focus in talent development & learning including 7 years in leadership experience.
Financial services industry experience strongly preferred.
Effective facilitation, presentation, and stakeholder engagement skills.
Project management methodologies, business process improvement practices, and related tools.
Learning and Development methodologies and solutions, including adult learning principles, coaching, 360-degree feedback, development planning, competency framework design, and leadership and professional development program design.
Learning Management Systems (LMS) and learning technologies, with Workday Learning experience highly desirable.
Learning measurement, evaluation, and analytics tools used to assess program effectiveness and business impact.
Organizational change management principles, methodologies, and best practices
Demonstrated success in designing, facilitating, and scaling leadership development experiences for frontline, mid-level, and senior leaders.
Strategic thinker with strong business acumen and the ability to align talent development initiatives to organizational objectives.
Exceptional communication, presentation, and facilitation skills across diverse audiences and organizational levels.
Proven ability to influence, build partnerships, and collaborate effectively with stakeholders at all levels of the organization.
Strong project management, organizational, and prioritization skills, with the ability to manage multiple initiatives simultaneously.
Data-driven decision-making capabilities, including program evaluation, impact measurement, and return on investment (ROI) analysis.
Proficiency in instructional design methodologies and learning delivery modalities, including instructor-led, virtual, hybrid, and eLearning solutions.
Knowledge of learning measurement and evaluation models, including Kirkpatrick, Phillips ROI, and other methods for assessing learning effectiveness and business impact.
Ability to achieve results through influence, partnership, and collaboration in a highly matrixed environment.
Ability to build stakeholder alignment and secure buy-in across functions and leadership levels.
Ability to navigate complex organizational dynamics, competing priorities, and governance processes.
Ability to collect and analyze learning data to drive insights and continuous improvement.
Ability to solve complex business and talent challenges with innovative, scalable solutions.
Ability to lead organizational and learning-related change initiatives.
Ability to communicate effectively and influence stakeholders at all levels.

Nice To Haves

Workday Learning experience highly desirable.

Responsibilities

Translate business priorities and organizational capability needs into leadership development solutions in partnership with Learning & Development, Talent, HR, and business leaders.
Partner closely with Learning & Development, Talent, HR, and business leaders to influence enterprise learning priorities and drive leadership capability across the organization.
Partner with Talent Management to identify internal and external executive development opportunities that strengthen leadership capability and accelerate readiness for critical roles, supporting the firm’s talent and succession planning processes.
Design and scale innovative learning experiences, including microlearning, cohort-based programs, digital resources, and performance support tools, building the organization's ability to deliver timely, high-impact development solutions aligned to evolving business needs.
Partner with Talent Management and HR teams to support emerging skills and capability initiatives, ensuring leadership development experiences and learning pathways build the capabilities needed for future business success.
Ensure programs are delivered efficiently, evaluated rigorously, and continuously improved based on feedback and business outcomes.
Significant experience facilitating leadership development programs and coaching leaders across varying leadership levels.
Leverage learning technologies, AI-enabled tools, and digital platforms to enhance learner engagement, scalability, and operational efficiency.
Drive initiatives that embed a growth mindset and a learning and development culture across the organization.
Design and develop resources such as playbooks, job aids, and functional guides.
Utilize instructional design models (e.g., ADDIE) and learning technologies (e.g., LMS, authoring tools) to create impactful learning experiences.
Manage vendor relationships, including selection, contract negotiation, and performance monitoring.
Support broader L&D and talent programs, being agile and flexible as priorities shift and evolve.