Senior Executive Administrator / Operations Specialist

Cushman & Wakefield • Chicago, IL

3d

About The Position

The Executive Assistant provides organized and dependable administrative support to leaders within the Sales and Operations organization. The role helps manage daily scheduling needs, coordinates key meetings and events, and ensures timely follow-up on tasks that support the team’s regional, market, client, and revenue-related priorities. The individual balances multiple requests, maintains a high level of accuracy, and supports consistent communication across the broader sales organization.

Requirements

• 3–5+ years of administrative support experience in alarge corporate or global organization
• Experience supporting sales, commercial real estate, or client-facing teams.
• Strong organization, time management, and attention to detail.
• Ability to manage competing priorities in a fast-paced environment.
• Proficiency in Microsoft Office, Teams, and common business platforms.
• Ability to maintain discretion and confidentiality.
• Reliable follow-through and attention to deadlines.
• Clear verbal & written communication and strong judgment.
• Ability to maintain discretion with sensitive business information.
• Calm and professional under shifting priorities in a fast paced environment.
• Strong relationship-building skills across teams and markets.
• Resourceful with an ability to problem solve and complete tasks without constant direction.
• Proactive approach to monitoring schedules and anticipating upcoming needs.

Responsibilities

• Manage and prioritize calendars for sales leaders with frequent in-person and virtual internal and external meeting requests.
• Support coordination for standing sales meetings, pipeline reviews, and regional leadership touchpoints.
• Draft and prepare routine communications, follow-up notes, and scheduling confirmations.
• Assist with domestic travel planning tied to client visits, market visits, and leadership offsites.
• Process leader’s expense reports with accurate financial coding in a timely manner.
• Maintain confidentiality and handle sensitive information appropriately.
• Backup other Executive Admins and Brokerage Support as necessary.
• Support preparation of simple slide materials for leadership updates, market snapshots, and internal communications.
• Maintain the operating rhythm for weekly, monthly, and quarterly routines (pipeline calls, market reviews, budgeting & forecast cycles, regional leadership meetings).
• Partner with Sales Ops, and Finance on routine administrative tasks or data requests.
• Oversee real estate license registration and renewal processes with IDPRF.
• Facilitate review and execution of all legal documents related to real estate transactions on behalf of Broker of Record including Commission Agreements, Listing Agreements and Lien Waivers.
• Manage organization of shared sales documents, trackers, and resource folders.
• Serve as a point of contact for internal colleagues, brokers, office leaders, and external partners.
• Support coordination of client-related meetings, including prep materials and scheduling.
• Help maintain consistent communication flows between the sales leadership team and local markets.
• Build positive working relationships across the Midwest regional network and corporate function partners.
• Manage expense requests, charitable donations and related Compliance approvals, Requests for Approval (RFA), invoices, and reimbursements.
• Support vendor coordination tied to sales meetings, events, or training activities.
• Oversee room bookings, event logistics, and meeting arrangements.
• Maintain general administrative organization, including document management and file tracking.

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, which may vary depending on eligibility factors such as geographic location, date of hire, total hours worked, job type, business line, and applicability of collective bargaining agreements.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed
• Number of Employees: 5,001-10,000 employees