Maintenance Supervisor

Overview

CYM Living – 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 an experienced and hands-on Maintenance Supervisor to lead maintenance operations at one of our residential communities. This role is responsible for ensuring the property is consistently safe, clean, and operating at the highest standards, while delivering exceptional service to residents.

The Maintenance Supervisor oversees all day-to-day maintenance activities including work orders, unit turns, preventive maintenance, and property upkeep. This role leads and supports the onsite maintenance team, coordinates with vendors, and partners closely with property management and regional leadership to ensure operational success.

This position requires strong technical knowledge, leadership ability, organization, and clear communication. The Maintenance Supervisor must be comfortable balancing hands-on maintenance work with team leadership, planning, and operational oversight.

The duties listed below represent the core responsibilities and essential functions of this position and must be performed with or without reasonable accommodation:

Maintenance Operations

• Lead daily maintenance operations including work orders, preventive maintenance, emergency calls, and general repairs

• Assign, prioritize, and track maintenance requests to ensure timely and accurate completion

• Perform hands-on repairs including HVAC, plumbing, electrical, appliances, carpentry, painting, and general building systems

• Ensure all unit turns are completed efficiently, on schedule, and according to company move-in readiness standards

• Maintain accurate records of completed work, supplies, tools, and equipment inventory

Property Maintenance & Inspections

• Conduct regular inspections of units, common areas, building systems, and grounds

• Identify potential issues early and address them before they become larger or more costly problems

• Maintain strong curb appeal and overall community presentation to support leasing and resident satisfaction

Team Leadership

• Train, guide, and support maintenance team members to ensure consistent workmanship and safety practices

• Promote accountability, organization, and strong team performance

• Ensure maintenance staff follow company procedures and professional standards

Vendor & Project Coordination

• Oversee vendor and contractor work to ensure quality, timeliness, and alignment with property expectations

• Coordinate with the Property Manager to plan maintenance projects, schedule vendor services, and manage materials

• Collaborate with regional maintenance leadership on larger repairs, renovations, and property improvement initiatives

Communication & Compliance

• Maintain proactive communication with the Property Manager regarding maintenance needs, risks, project updates, or delays

• Ensure compliance with company maintenance standards, safety procedures, and OSHA guidelines

• Participate in on-call rotation and respond to after-hours emergencies when necessary

Physical & Operational Requirements

• Frequently stand, walk, bend, kneel, and climb stairs while performing maintenance tasks

• Lift and carry materials up to 50 pounds

• Work both indoors and outdoors in varying weather conditions

• Utilize appropriate PPE and follow safe work practices

• Safely operate tools, maintenance equipment, and materials required for property upkeep

Requirements

• High school diploma or equivalent preferred

• Previous residential maintenance, facilities, or property management experience preferred

• Basic working knowledge of HVAC, plumbing, carpentry, electrical, and general repair

• Ability to troubleshoot and complete routine repairs independently

• Experience using property management or mobile work order systems preferred; AppFolio experience a plus

• Valid driver’s license

• Reliable transportation

• Availability to work overnight shifts and participate in on-call rotation

• Ability to pass background screening

• Consistent attendance and punctuality

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

• Fitness and Well-Being 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

How to Apply:

Please submit your resume and cover letter detailing your qualifications and interest in the Leasing Agent position at CYM Living. We look forward to reviewing your application and discussing how you can contribute to our team.

CYM Living is an equal opportunity employer.