Executive Assistant

Cushman & Wakefield; Chicago (IL); On-site; USD 72,000 - 85,000; Full time

Benefits offered by this job

Health insurance

Dental insurance

Retirement savings plan

Paid time off

Job summary

Cushman & Wakefield in Chicago seeks a highly organized Executive Assistant to support multiple senior leaders in the Legal department. You will manage complex calendars, travel, expense reporting, and enterprise tool usage, ensuring timely, discreet support in a fast-paced environment.

Responsibilities include coordinating domestic and international travel, preparing meeting materials, and maintaining professional communications across stakeholders.

Qualifications

• 3+ years in executive support or related field.
• Experience supporting multiple senior leaders with competing priorities.
• Strong calendar, travel, and expense management skills.
• Proven ability to handle confidential information with discretion.

Responsibilities

• Provide proactive administrative support to multiple senior Legal leaders.
• Own complex executive calendars across stakeholders and time zones.
• Coordinate domestic and international travel per policy and preferences.
• Prepare, reconcile, and submit executive expense reports on time.
• Coordinate logistics for meetings and offsites, including venues and materials.
• Prepare agendas and meeting materials using templates and direction.
• Manage executive correspondence and records with professionalism and confidentiality.
• Track milestones on admin projects and follow up with stakeholders.
• Build relationships with leaders, admin partners, internal teams, and vendors.

Skills

Executive support

Calendar management

Travel coordination

Expense reporting

Microsoft 365

Workday

Concur

Communication

Discretion

Education

Bachelor's degree (preferred)

Tools

Microsoft 365

Workday

Concur

Job description

Job Title Executive Assistant

Job Description Summary We are seeking a highly organized, proactive, and adaptable Executive Assistant to support multiple senior leaders within the Legal department. This role independently manages complex administrative priorities, coordinates day-to-day executive support activities, and helps ensure that leaders are prepared, informed, and able to use their time effectively. The successful candidate anticipates needs, exercises sound judgment within established priorities, and delivers accurate, timely support in a fast-paced environment. This individual manages competing demands across multiple leaders, builds strong working relationships, and contributes to the effective operation of the broader Legal team.

Responsibilities

• Provide proactive administrative and operational support to multiple senior Legal leaders, managing priorities, anticipating routine needs, and ensuring timely follow-through.
• Own complex, high-volume executive calendars, including scheduling across stakeholders and time zones, resolving routine conflicts, and escalating material prioritization issues when appropriate.
• Coordinate domestic and international travel in accordance with company policies and executive preferences, including itineraries, accommodations, transportation, and timely adjustments when plans change.
• Prepare, reconcile, and submit accurate executive expense reports, ensuring compliance with company policies and established deadlines.
• Coordinate logistics for team meetings and offsites, including scheduling, venues, materials, attendee communications, travel arrangements, vendor coordination, and on-site support.
• Prepare and organize agendas, meeting materials, presentations, and other routine executive documents using established templates, content, and direction.
• Manage executive correspondence, records, and information with professionalism, discretion, accuracy, and appropriate confidentiality.
• Coordinate defined administrative and operational projects, track milestones and action items, and follow up with stakeholders to support timely completion.
• Build effective working relationships with senior leaders, administrative colleagues, internal business partners, and external vendors to facilitate communication and execution.
• Identify practical improvements to assigned administrative workflows and support the adoption of approved processes and tools.
• Provide coverage and knowledge sharing to administrative colleagues as needed to support continuity across the department.
• Perform other related duties as required or requested.

Qualifications

• 3+ years of experience in executive support, business administration, operations coordination, or a related field.
• Demonstrated ability to support multiple senior leaders while managing competing priorities, deadlines, and changing business needs.
• Experience independently managing complex calendars, travel arrangements, meeting logistics, and expense reporting with a high degree of accuracy and attention to detail.
• Strong organizational, communication, and relationship-building skills, with the ability to work effectively and confidently with senior leaders, executive stakeholders, administrative partners, and cross-functional teams.
• Ability to anticipate needs, exercise sound judgment, handle sensitive information with discretion, and operate independently while recognizing when escalation is appropriate.
• Advanced proficiency in Microsoft 365 and experience with enterprise systems such as Workday and Concur.

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. The compensation that will be offered to the successful candidate will depend on factors such as whether the position is covered by a collective bargaining agreement, the geographic area in which the work will be performed, market pay rates in that area, and the candidate’s experience and qualifications. The company will not pay less than minimum wage for this role. The compensation for the position is: $ 72,250.00 - $85,000.00 Cushman & Wakefield is an Equal Opportunity employer to all protected groups, including protected veterans and individuals with disabilities. Discrimination of any type will not be tolerated. In compliance with the Americans with Disabilities Act Amendments Act (ADAAA), if you have a disability and would like to request an accommodation in order to apply for a position at Cushman & Wakefield, please call the ADA line at 1-888-365-5406 or email [e-mail]. Please refer to the job title and job location when you contact us.

About Cushman & Wakefield

INCO: “Cushman & Wakefield” About Cushman & Wakefield Cushman & Wakefield Cushman & Wakefield (NYSE: CWK) is a leading global commercial real estate services firm for occupiers and investors with approximately 53,000 employees in over 350 offices and nearly 60 countries. In 2025, the firm reported revenue of $10.3 billion across its core service lines of services, Leasing, Capital markets, and Valuation and other. Built around the belief that Better never settles, the firm receives numerous industry and business accolades for its award-winning culture. For additional information, visit www.cushmanwakefield.com