Leadership Development Specialist

I. Job Summary

The Leadership Development Specialist serves as a lead facilitator for WM's leadership development programs and workshops, delivering highly engaging, experiential learning sessions that accelerate leader growth and effectives. As a trusted facilitator, coach, and learning partner, this role guides leaders through workshops, cohort-based programs that build self-awareness, strengthen leadership capability, and drive meaningful behavior change to support WM's strategic priorities. Drawing on expertise in leadership development, adult learning, coaching, and group facilitation, the Leadership Development Specialist creates impactful learning environments, guides meaningful discussions, and adapts to the needs of diverse audiences ranging from frontline leaders to senior executives. In addition to facilitating leadership development experiences, the role contributes to the design and continuous improvement of learning solutions by developing and enhancing workshop content, tools, and resources, using learner feedback and business needs to increase engagement, effectiveness, and impact.

II. Essential Duties and Responsibilities
 

• Facilitate highly experiential leadership development programs, workshops, and cohort-based learning experiences with confidence, credibility, and exceptional executive presence for audiences ranging from frontline leaders to senior executives and high-potential talent.
• Apply leadership theory, adult learning principles, coaching methodologies, and group dynamics expertise to create psychologically safe learning environments that foster vulnerability, reflection, peer learning, behavior change, and leadership effectiveness.
• Lead complex leadership discussions by helping participants navigate ambiguity, challenge assumptions, surface insights, and connect learning to real-world business challenges and organizational priorities.
• Guide learners through experiential activities, simulations, case studies, assessments, and reflective exercises while skillfully leveraging emergent dialogue, teachable moments, and learner feedback to achieve intended learning outcomes.
• Adapt facilitation approaches in real time based on participant needs, group dynamics, organizational context, and program objectives while effectively managing difficult conversations, competing perspectives, and challenging group dynamics.
• Employ advanced coaching, questioning, and active listening techniques to deepen self-awareness, drive critical thinking, strengthen accountability, and support learners throughout their development journey.
• Serve as the primary point of contact and advocate for assigned leadership cohorts, ensuring a seamless learner experience from program launch through graduation while exercising sound judgment to balance learner needs, business priorities, and program goals.
• Diagnose leadership and performance development needs by asking thoughtful questions, identifying root causes, and recommending targeted leadership development solutions, workshops, and interventions aligned with WM's leadership strategy and business objectives.
• Design, develop, and continuously improve foundational leadership workshops, toolkits, learning resources, and participant materials, using learner feedback and program outcomes to enhance effectiveness, scalability, and sustainability.
• Review and interpret learner feedback, participation data, assessment results, and program metrics to make data-informed adjustments to facilitation strategies, learning experiences, and leadership development offerings.
• Leverage learning technologies, digital platforms, and innovative facilitation practices to deliver, manage, and scale impactful leadership development experiences.
• Build strong partnerships across the organization and demonstrate strong business acumen by connecting leadership development initiatives to enterprise priorities, organizational effectiveness, and strategic business outcomes.
• Serve as a champion of WM's values and leadership expectations by consistently modeling the behaviors, mindsets, and standards expected of leaders across the organization.

III. Qualifications 

A. Required Qualifications 
 

• Bachelor's Degree (accredited) in Business, Marketing, Human Resources or Education
• High School Diploma or GED (accredited) and four years of relevant experience
• 5 years of relevant work experience delivering and facilitating training programs (in addition to education requirement) and
• 5 years of experience with learning management systems and creating reports

B. Preferred Qualifications 


IV. Physical Requirements

Listed below are key points regarding physical demands, physical and occupational risks, and the work environment of the job. Reasonable accommodation may be made to enable individuals with disabilities to perform the essential functions of the job.

 

Pay: The expected base pay range for this position across the U.S. is $80, 000 - $110, 000. This range represents a good faith estimate for this position. The specific salary offered to a successful candidate may be influenced by a variety of factors including the candidate’s relevant experience, education, training,  certifications, qualifications, and work location.

 

Travel Requirements

Occasional travel may be required based on business needs, stakeholder partnerships, and leadership development program support.

V. Benefits 

At WM, each eligible employee receives a competitive total compensation package that includes medical, dental, vision, life insurance, and short-term disability. In addition, we offer a stock purchase plan, company matching on a 401(k), and more. Employees also receive paid vacation, holidays, and personal days. Please note that benefits may vary by site. 

 

If this sounds like the opportunity that you have been looking for, please click Apply.