Jobs › Cushman & Wakefield

Assistant Property Manager (CRE)

Cushman & Wakefield · Chicago, IL · $29.42–$34.61 an hour · Full time

Posted Sep 10, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about a time you dealt with an unhappy tenant. How did it turn out?

What they are checking: Whether they keep tenant relationships positive and professional during conflicts.

How do you keep property files, leases and contracts organized so anyone can find them?

What they are checking: Whether they keep records orderly, which the posting lists as a core duty.

Tell me about a time you handled a lot of administrative work with tight deadlines.

What they are checking: Whether they can cover property administrator duties alongside assistant manager work.

What would you do

A tenant is sixty days behind on rent. Using the aging report, how do you follow up?

What they are checking: Whether they handle delinquencies firmly, follow policy and keep good records.

A tenant's move-in is Monday and the furniture delivery got pushed to the same morning as another tenant's move-out. What do you do?

What they are checking: Whether they can coordinate freight elevators, docks and vendors to avoid a mess.

How would you oversee the work order system to make sure tenant requests are closed out?

What they are checking: Whether they follow up on open work orders and hold engineering or vendors to response times.

About the work

Walk me through how you'd abstract a commercial lease. What terms do you pull out first?

What they are checking: Whether they know the key lease terms like rent, escalations, options and expense recovery that drive property management.

How would you prepare a bid for a janitorial or landscaping service contract?

What they are checking: Whether they can write a clear scope and compare vendor bids fairly.

How do you make sure invoices get processed with the right backup and coding?

What they are checking: Whether they are careful with accounting procedures that protect the owner's money.

What do you know about CAM reconciliations, and how might you support one?

What they are checking: Whether they understand operating expense recovery, which is central to commercial property finances.

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The full job description

As published by Cushman & Wakefield.

Job Title Assistant Property Manager (CRE) Job Description Summary The Assistant Property Manager is responsible for assisting in all areas defined as a part of the Sr. Assistant Property Manager job description, as well as performing property administrator job duties if there is no property administrator role on the team. The Assistant Property Manager will ensure a high level of professionalism and foster positive relationships with tenants and clients. Job Description ESSENTIAL FUNCTIONS AND RESPONSIBILITIES • Provide full administrative support, including phone support, typing, reports, filing and distribution of correspondence. Coordinate office supplies in absence of a property administrator • Assist in lease administration activities, including abstracting leases and keeping our database current • Ensure all property files are prepared and maintained in an orderly and logical manner, including leases and contracts • Prepare and coordinate bid proposals and service contracts • Obtain aging report for management and follow up on all delinquencies, utilizing C&W or client-directed policies • Ensure invoices are processed in accounting with appropriate back-up and according to established procedures • Coordinate tenant move ins and move outs, including furniture delivery and pick up • Oversee maintenance of work order and purchase order systems • Responsible for aspects of development and maintenance of a comprehensive Tenant Service Package, including tenant handbooks, tenant anniversaries, holiday gifts, park events, quarterly newsletters, and training meetings or programs for tenants. Also responsible for ensuring tenant information within data base is current and up to date • Update and maintain office procedures in the property Operation’s Procedure Manual under direction of manager • Ensure Certificates of Insurance for tenants and vendors are up to date• Oversee the processing of management and maintenance staff hours, expense reports, check requests for review and approval • Ensure that above standard tenant bill-backs for electrical usage, after hours HVAC, and other similar charges are processed in a timely manner • Assist supervisor with aspects of annual budgets preparation and monthly financial reports, as well as preparation of bank deposits if processed at on site management office • Responsible for leading regular inspections of properties with janitorial and landscape providers and any other service provider as directed by the manager• Participates in performance oversight of all service contractors who perform contract services KEY COMPETENCIES 1. Customer Service Focus 2. Organization skills 3. Time Management skills 4. Communication Proficiency (oral and written) 5. Initiative 6. Multi-Tasking 7. Sense of Urgency IMPORTANT EDUCATION • High school diploma/GED equivalent; Bachelor’s Degree preferred IMPORTANT EXPERIENCE • At least 1 year of real estate property management or related experience ADDITIONAL ELIGIBILITY QUALIFICATIONS • Proficiency in Microsoft Office Suite • Demonstrates initiative and reflects a sense of urgency in daily duties by meeting or improving upon deadlines WORK ENVIRONMENT This job operates in a professional office environment. This role routinely uses standard office equipment such as computers, phones, photocopiers, filing cabinets and fax machines. Regularly required to travel outside between properties in varying weather conditions. PHYSICAL DEMANDS The physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job. While performing the duties of this job, the employee may need to stand and walk for extended or continuous periods of time. They must be able to ascend and descend staircases, ladders, and/or step stools and may be required to travel outside between buildings in varying outdoor weather conditions. The employee may also be regularly required to remain in a stationary position (sit or stand) for 85% of the time; regularly operate office machinery. OTHER DUTIES This job description is not designed to cover or contain a comprehensive list of activities, duties or responsibilities that are required of the employee. Other duties, responsibilities and activities may change or be assigned at any time with or without notice. 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: $29.42 - $34.615384 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 Accommodations@cushwake.com . Please refer to the job title and job location when you contact us. INCO: “Cushman & Wakefield”

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