Work Order Team member

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.

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.

• 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
• 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…