Cushman & Wakefield · 15 hours ago
Advisory Digital Enablement Lead
Chicago, Illinois, USA
Full-time
Hybrid
Senior Level
5+ years expCushman & Wakefield is a global real estate services firm, and they are seeking an Advisory Digital Enablement Lead for the Americas. This role is responsible for defining and delivering technology training programs that drive adoption of digital products, partnering with various teams to create effective learning experiences for brokers and business users.
CommercialCommercial Real EstateConsultingLeasingLegalProperty Management
Responsibilities
Build the Americas technology training strategy for Advisory products
Partner with Digital Enablement/ Support Leadership to define and maintain role‑based, tiered learning journeys aligned to onboarding and product maturity
Design and maintain high‑quality learning assets including presentations, e‑learning, videos, guides, and job aids
Translate complex digital workflows into intuitive, user‑focused training
Ensure content stays current with product releases and enhancements
Deliver engaging virtual and in‑person instructor‑led training across the Americas
Lead office hours, user forums, Q&A sessions, and reinforcement training
Define and execute regional training plans for major rollouts and feature releases
Deliver “train‑the‑trainer” programs to extend regional enablement capacity
Partner with Product, Digital Support, Investor/Occupier Leads, and TDS to align onboarding, learning, adoption, and support
Coordinate release readiness, messaging, and enablement priorities with Product and Technology teams
Customize training approaches to meet the needs of different service lines, roles, and regions
Define and track KPIs to measure training effectiveness and adoption maturity
Analyze adoption dashboards and user behavior to identify learning gaps and opportunities
Collect user feedback and continuously improve curriculum, content, and delivery methods
Lead a structured, tiered onboarding journey from initial setup through stabilization
Develop targeted learning paths by role, service line, and product tier
Support change‑management efforts with clear, user‑focused communications, including rollout materials, release messaging, and training announcements
Qualification
Required
5+ years of experience in training, enablement, instructional design, or technology/product training
Experience supporting Salesforce CRM and sales or business development tools (e.g., ZoomInfo, Sales Navigator, Digital Adoption Platforms)
Strong experience developing learning content for business and technical audiences
Excellent facilitation and communication skills; comfortable presenting to senior stakeholders
Ability to simplify complex workflows into clear, actionable guidance
Understanding of brokerage, sales, or professional services workflows
Experience analyzing training effectiveness and adoption metrics
Travel required – up to 35%; combination in office (1-2 days) and virtual
Preferred
Experience delivering large‑scale technology rollouts
Certifications in instructional design, adult learning, or change management
Familiarity with CRE technology platforms
Company
Cushman & Wakefield
Cushman & Wakefield is a real estate services firm that offers retail investment, energy management, and property services.
10001+ employees
H1B Sponsorship
Cushman & Wakefield has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (3)
2024 (6)
2023 (2)
2022 (6)
2021 (1)
2020 (2)
Funding
Current Stage
Public CompanyTotal Funding
$734.8MKey Investors
GreystoneCitizens BankVanke
2023-10-10Post Ipo Debt· $223.8M
2023-08-08Post Ipo Debt· $400M
2022-10-13Post Ipo Debt· $27.3M
Leadership Team
Matthew Bouw
CEO Asia Pacific & EMEA
Michelle M. MacKay
CEO
Recent News
2026-01-22
Bizjournals.com Feed (2025-11-12 15:43:17)
2026-01-22
Company data provided by crunchbase