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Sr Leadership Development Specialist

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: CDW
Full Time position
Listed on 2026-09-14
Job specializations:
  • HR/Recruitment
  • Education / Teaching
Salary/Wage Range or Industry Benchmark: 84000 - 119000 USD Yearly USD 84000.00 119000.00 YEAR
Job Description & How to Apply Below

Description

The Senior Leadership Development Specialist program manages, facilitates, and continuously improves enterprise frontline leadership development programs that strengthen leader capability and support business priorities. This role leads end-to-end program execution, delivers engaging virtual and in-person learning experiences, and partners across regions to provide consistent, train-the-trainer experiences. The position works closely with the broader Talent Development team, business leaders, HR partners, regional stakeholders, internal experts, and external vendors to deliver scalable programs with measurable outcomes.

Description

The Senior Leadership Development Specialist program manages, facilitates, and continuously improves enterprise frontline leadership development programs that strengthen leader capability and support business priorities. This role leads end-to-end program execution, delivers engaging virtual and in-person learning experiences, and partners across regions to provide consistent, train-the-trainer experiences. The position works closely with the broader Talent Development team, business leaders, HR partners, regional stakeholders, internal experts, and external vendors to deliver scalable programs with measurable outcomes.

What

You’ll Do
  • Manage end-to-end delivery of frontline leadership development programs, including program plans, timelines, communications, participant experience, logistics, technology, vendor coordination, risks, etc.
  • Coordinate regional train-the-trainer sessions for facilitators and program leads while maintaining consistent standards and adapting to local needs.
  • Create clear governance, operating rhythms, stakeholder updates, and escalation paths that keep programs on track and support timely decisions.
  • Partner with internal teams and external vendors to ensure deliverables meet agreed scope, quality, timing, and learner experience expectations.
  • Facilitate engaging virtual and in-person workshops, discussions, debriefs, assessments, and practice activities for leaders at multiple levels.
  • Create an inclusive learning environment that encourages reflection, participation, peer learning, and application to real business challenges.
  • Adjust facilitation approach based on audience needs, cultural context, group dynamics, and delivery format rather than relying solely on scripted content.
  • Support facilitator readiness through train-the-trainer sessions, guides, observation, and feedback.
  • Build trusted relationships with business leaders, HR partners, program sponsors, regional stakeholders, subject matter experts, and vendors.
  • Gather business and regional needs, identify cultural considerations, and translate insights into practical program and delivery recommendations.
  • Balance enterprise consistency with regional relevance to support scalable leadership development across a global organization.
  • Communicate clearly with diverse stakeholders, influence without direct authority, and resolve issues with sound judgment and a collaborative approach.
  • Have experience with end-to-end leadership development program management:
    Track participation, completion, learner feedback, behavior change, stakeholder satisfaction, and other agreed program outcomes.
  • Use data and stakeholder input to improve content, delivery, operations, scalability, and overall learner experience.
  • Stay current on leadership development practices, facilitation methods, learning technology, and AI-enabled tools, and apply relevant ideas to improve programs.
What We Expect Of You
  • Bachelor's degree in leadership development, organizational development, human resources, business, education, or a related field, or equivalent practical experience and 5+ years of experience in leadership…
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