Work Order Jobs in Illinois (NOW HIRING)

CYM Living LLC - Where caring meets innovation. We are a national real estate firm with corporate headquarters in Chicago, IL, and just outside of New York City. Our mission is to provide our residents with an exceptional living experience, nurture a culture of community, and empower growth from within. As a vertically integrated firm, we lead operations by taking a hands-on approach to real estate investment and property management. We accomplish our mission by incorporating data and technology with hyperlocal customer service to all units.

About the Role

We are seeking a skilled and detail-oriented Work Order Team Member to support the cleanliness, safety, and overall appearance of our residential properties. This role plays a critical part in maintaining a safe, well-maintained, and welcoming environment for our residents.

This is a hands-on position responsible for completing the specialized custodial and light maintenance work that goes beyond standard building upkeep — power washing, trash-outs, carpet shampooing, appliance moves, touch-up painting, seasonal groundskeeping, and snow removal. Rather than servicing a single property, the Work Order Team Member works from a daily assignment of work orders and moves between buildings throughout the day based on need. Because the role involves transporting large items — furniture, appliances, debris from trash-outs, and cleaning equipment — a personal pickup truck is required.

This position requires travel between multiple properties throughout the day and participation in an on-call rotation to address after-hours emergencies. We are looking for someone who shows up consistently, works with urgency, works independently, and takes pride in maintaining high standards across every property they service.

Essential Functions & Responsibilities

•       Complete a daily assignment of work orders issued by the Custodian Supervisor, reporting completion status back to the Supervisor

•       Travel between multiple assigned properties throughout the workday based on operational need

•       Perform specialized custodial tasks that go beyond standard building upkeep, including power washing, unit and common-area trash-outs, and cleaning out refrigerators and appliances

•       Complete trash-outs, including loading, hauling, and properly disposing of furniture, appliances, and bulk refuse

•       Transport large items, debris, and equipment between properties and to disposal sites using a personal pickup truck

•       Shampoo and extract carpets in units and common areas

•       Perform light maintenance tasks, including touch-up painting and minor repairs

•       Replace light bulbs, ballasts, and other basic fixtures

•       Move, remove, and install appliances as directed

•       Provide pest control support as directed, including removal of pest debris following extermination treatments

•       Operate industrial cleaning equipment and tools, including pressure washers and carpet extractors

•       Remove trash, debris, and refuse from interior and exterior areas

•       Cut grass and assist with general groundskeeping and minor landscaping

•       Perform seasonal snow and ice removal from walkways and parking areas across a significant number of buildings

•       Complete non-emergency work orders according to a set weekly schedule organized by work type, which allows the team to operate efficiently across multiple properties

•       Provide on-site support during scheduled evictions when a runner is not available

•       Assist with property preparation for lender and investor inspections during high-volume inspection periods

•       Track time properly using the company timekeeping system

•       Follow all company safety and security procedures

•       Participate in an on-call rotation, including evenings and weekends as scheduled

Requirements

•       High school diploma or equivalent preferred

•       Prior custodial, janitorial, facilities, or property maintenance experience preferred

•       Demonstrated hands-on skill beyond routine cleaning, such as touch-up painting, minor repairs, appliance handling, carpet extraction, or power washing

•       Basic understanding of cleaning chemicals, equipment, and safety standards

•       Ability to work independently with minimal supervision

•       Strong time management and organizational skills, with the ability to reprioritize when emergencies arise

•       Regular attendance, punctuality, and the ability to perform the essential functions of the job with or without reasonable accommodation.

•       Valid driver’s license

•       Ownership of and daily access to a reliable pickup truck capable of hauling appliances, furniture, bulk debris, and equipment

•       Current auto insurance meeting company requirements

•       Ability to travel between properties throughout the day

•       Availability to participate in an on-call rotation

•       Availability to work extended hours during snow events

•       Must be able to pass background screening

Physical Requirements

•       Ability to frequently stand, walk, bend, kneel, and climb stairs

•       Ability to lift and carry up to 50 pounds

•       Ability to team-lift heavier items such as appliances and furniture

•       Ability to lift materials up and down stairs repeatedly

•       Ability to operate powered equipment including pressure washers, carpet extractors, mowers, and snow removal equipment

•       Ability to work indoors and outdoors in varying weather conditions, including heat, cold, rain, and snow

•       Exposure to cleaning chemicals, maintenance equipment, and outdoor elements

Benefits

We offer our full-time employees a comprehensive benefits package that includes:

•       Medical, Dental, and Vision Coverage

•       Flexible Spending and Health Savings Accounts

•       Short-Term Disability and Supplemental Life Insurance

•       Employee Assistance Program

•      Company-Paid Life Insurance and Long-Term Disability

•       401(k) with Generous Company Match

•       Paid Time Off (PTO), Paid Sick Time, and Paid Holidays

SALARY RANGE: $17.00 - $18.00 per hour

How to Apply:

Please submit your resume and cover letter detailing your qualifications and interest in the Work Order Team Member role at CYM Living. We look forward to reviewing your application and discussing how you can contribute to our team.