Director, Learning & Development, GOS

Cushman & Wakefield • Chicago, IL

9d

About The Position

Role Overview Cushman & Wakefield is seeking a Director, Learning & Development, to lead the design and execution of a modern, global learning strategy for Global Occupier Services (GOS). This role will be instrumental in building the learning strategy for the future of work, with a heavy emphasis on AI enablement, digital upskilling, leadership capability, and business critical skills that accelerate performance, productivity, and growth. As a senior leader within the People organization, this role will define how learning drives business outcomes, moving beyond traditional training toward capability building, behavior change, and measurable impact. The Director will partner closely with GOS leadership, HR, Technology & Data Solutions, and Operations to ensure learning is practical, scalable, and embedded in how the business operates. This is a strategy first, execution-oriented role, responsible for setting vision, building frameworks, and ensuring delivery that equips leaders and teams to thrive in an increasingly AI-enabled, data driven environment.

Requirements

• Bachelor's degree in education, Instructional Design, Organizational Development, HR, or related field (or equivalent experience).
• 8–10+ years of progressive experience in Learning & Development, with demonstrated success building enterprise level learning strategies.
• Proven experience designing and scaling leadership development and digital/technology enabled learning programs.
• Strong understanding of AI, digital transformation, and technology adoption as it relates to workforce capability.
• Demonstrated ability to translate business strategy into learning priorities with measurable impact.
• Experience working in global, matrixed organizations with senior leaders.

Nice To Haves

• Experience in commercial real estate, professional services, or complex operational environments.
• Handson experience with LMS platforms (e.g., Workday Learning), learning analytics, and modern authoring tools.
• Familiarity with change management and how learning supports transformation initiatives.

Responsibilities

• Define and lead the GOS Learning & Development strategy, aligned to business priorities, growth objectives, and the future capabilities required across the organization.
• Design and scale a comprehensive AI upskilling strategy, enabling leaders and employees to effectively adopt, understand, and apply AI and digital tools in their roles.
• Establish role-based learning paths and capability frameworks across leadership, professional, operational, and technical roles, with clear proficiency expectations.
• Partner with Technology, Data, and Product leaders to ensure learning supports technology adoption, workflow integration, and measurable productivity gains.
• Architect and deliver global leadership development programs that build inclusive, resilient, and future ready leaders aligned with Cushman & Wakefield’s values and GOS strategy.
• Translate complex business, leadership, and AI concepts into practical, engaging learning experiences that drive real behavior change.
• Embed learning into moments that matter, onboarding, role transitions, organizational change, and critical business initiatives.
• Oversee the design and development of high impact learning solutions across modalities, including: Instructor led and virtual programs Digital and AI enabled learning experiences Role based curricula and learning journeys Job aids, playbooks, and performance support tools
• Champion innovative learning approaches, staying current on emerging learning technologies, AI trends, and best practices.
• Ensure learning solutions are scalable, globally relevant, and tailored to the realities of a complex, client-facing business.
• Establish strong governance, standards, and a single source of truth for GOS learning content.
• Define and track learning effectiveness, adoption, and capability outcomes, using data to continuously improve and retire outdated content.
• Provide executive ready insights on learning impact, risks, and opportunities, clearly linking learning investments to business results.
• Serve as a trusted advisor to senior GOS leaders, HR partners, and functional stakeholders.
• Lead and manage external vendors and partners to ensure quality, alignment, and outcomes.
• Build strong collaboration across regions, functions, and time zones, bringing a global mindset to all initiatives.

Benefits

• Cushman & Wakefield also provides eligible employees with an opportunity to enroll in a variety of benefit programs, generally including health, vision, and dental insurance, flexible spending accounts, health savings accounts, retirement savings plans, life, and disability insurance programs, and paid and unpaid time away from work.
• In addition to a comprehensive benefits package, Cushman and Wakefield provide eligible employees with competitive pay

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Number of Employees: 5,001-10,000 employees