Director, Learning & Development, GOS

Cushman & Wakefield•Chicago, IL

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.
Strategic, future oriented thinker with strong business acumen D ata driven and outcomes focused
Highly effective communicator with executive presence
Comfortable operating at both strategy and execution levels
Collaborative, inclusive leader with a global mindset
Calm, organized, and adaptable in fast moving environments

Nice To Haves

Experience in commercial real estate, professional services, or complex operational environments.
Hands on 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

Learning Strategy & AI Enablement Define and lead the GOS Learning & Development strategy, aligned to business priorities, growth objectives , and the future capabilities 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.
Leadership & Capability Development A rchitect 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.
Design, Delivery & Innovation Oversee the design and development of high impact learning solutions across modalities, including: Instructor led and virtual program s D igital and AI enabled learning experience s Role based curricula and learning journey s 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.
Governance, Measurement & Impact 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.
Stakeholder & Vendor Management 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.