Maintenance Supervisor - The Weyland - FLATS LLC

Location: Chicago IL (Bucktown)

In-office Requirement: Monday – Friday 40 hours a week w/ on-call

Schedule: 7 AM – 4PM CST

Compensation: $36 - $40 per hour

Employment Type: Full time, hourly

About FLATS

FLATS® is a lifestyle-driven real estate company known for its creative approach to urban apartment living. We pride ourselves on being “anything but expected,” with a mission to “bring big style to smart spaces.” Through thoughtfully designed units and state-of-the-art technology, we curate what we call the FLATS life – providing homes with soul that embrace value, individuality, and community. At FLATS, we believe living well is a necessity, not a luxury, and we strive to revolutionize city living by offering residents great design, authentic experiences, and a vibrant community in every property we operate.

About the Role

FLATS LLC, a Proper company, is seeking an experienced Maintenance Supervisor to oversee the maintenance of our 190-unit apartment building in Bucktown, Chicago IL .

In this role, you’ll be responsible for preserving the building’s physical integrity and ensuring the reliable operation of all mechanical systems, appliances, and amenities. Your work will include routine inspections, troubleshooting and repairs, and executing preventative maintenance to maintain the property at the highest standard.

This full-time, on-site position is ideal for someone with hands-on maintenance experience in residential buildings, hospitality, or similar property environments.

Explore our unique spaces and lifestyle offerings at flatslife.com.

Key Responsibilities

Ensure the overall physical upkeep, safety, and operational efficiency of the property.

Perform routine maintenance, repairs, and inspections across all building systems, including electrical, plumbing, lighting, and general facilities.

Plan and execute preventative maintenance programs for building equipment and common areas.

Troubleshoot and resolve maintenance issues promptly, maintaining detailed records of work performed.

Collaborate and communicate regularly with the Property Manager, including daily reporting and updates.

Respond to after-hours maintenance emergencies as part of an on-call rotation.

Maintain high standards of cleanliness and safety throughout the property, including grounds and parking areas.

Support special projects, unit turnovers, and vendor coordination as needed.

Deliver excellent customer service with strong attention to detail and a proactive, high-energy approach in a fast-paced environment.

Perform additional duties as assigned by the Property Manager.

Hours & Schedule

Working hours: 7 AM – 4PM CST, 40 hours a week, with flexibility depending on business needs

Business Operating hours (for your reference):

Monday – Friday: 9 AM – 6 PM

Saturday: 10 AM – 5 PM

Sunday: 12 PM – 5PM

Individual work schedule is subject to business needs and coordinated and approved by your direct report

Our Core Values

People-First, Tech-Forward: We leverage technology to eliminate inefficiencies, empowering team members to focus on high-value work.

Authentic Candor & Transparency: We believe honest, direct communication builds trust, accountability, and stronger relationships.

Good & Fast Over Perfect & Slow: We move quickly on adaptable decisions and take a methodical approach for impactful ones.

Ownership & Accountability: We take initiative, embrace challenges, and follow through. We hold ourselves accountable for our work, decisions, and impact.

Empathetic Leadership: Strong leadership starts with high emotional intelligence, fostering a culture of support and loyalty.

FLATS is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.

Requirements

3+ years of maintenance experience, preferably in multi-family or hospitality properties.

High school degree or equivalent

HVAC certification and experience required

CPO certification preferred

Knowledge in building and grounds maintenance

Valid driver’s license required

Strong customer service skills to interact with tenants

Benefits

Pay: $36 - $40 per hour

Benefits: Comprehensive benefits package including medical, dental, and vision insurance, 401(k) with employer match, and paid time off (PTO).