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Flats

Adaptive reuse property management with amenities

Maintenance Technician

Full-TimeUpdated on 10/23/2026
$28 - $30/hr+ 401(k) Match
Junior
Chicago, IL, USA
In PersonOn-site role serving a scattered property portfolio in Uptown, Chicago.
General Maintenance & RepairBuilding & Property Maintenance

About the job

Requirements
  • At least 1 year of residential maintenance experience.
  • High school diploma or equivalent.
  • Ability to read and write English, follow verbal instructions, and use simple math.
  • HVAC experience is required.
  • Experience with Microsoft Office products.
  • Ability to work safely around moving mechanical parts, fumes or airborne particles, and potential electrical shock hazards.
  • Ability to perform walking, standing, sitting, crouching, crawling, and climbing throughout the day, work outdoors in various weather conditions, and lift up to 100 pounds.
  • Availability to participate in a rotating on-call schedule, which may be one week on and one week off or two weeks on and two weeks off.
  • Ability to work Tuesday through Saturday and respond to after-hours emergencies.
Responsibilities
  • Troubleshoot resident work orders daily, prioritize service requests, and ensure timely completion.
  • Prepare vacant units for new residents according to company standards and checklists.
  • Maintain property exterior grounds and perform seasonal duties such as cleanup or pool maintenance.
  • Conduct property-wide walk-throughs to check that everything is working, and document and correct issues as needed.
  • Perform plumbing and painting as part of maintenance duties.
  • Prepare for inspections under the direction of the Maintenance Supervisor or Property Manager.
  • Schedule outside contractors for projects as needed under the direction of the Maintenance Supervisor or Property Manager.
  • Clean and supply designated building areas, including dusting, sweeping, vacuuming, mopping, cleaning ceiling vents, and restroom cleaning.
  • Schedule and perform annual property inspections, including inspections of fire extinguishers, life safety systems, elevators, and other inspections required by the city or state.
  • Attend staff meetings and complete virtual training as required or requested.
  • Perform other responsibilities as assigned by the Maintenance Supervisor or Property Manager.
Desired Qualifications
  • HVAC certification is a plus.
  • CPO (Certified Pool & Spa Operator) certification is a plus.
  • Prior pool maintenance experience is preferred.

About the company

FLATS is a property management and development platform that specializes in renovating historic Chicago buildings into amenity-rich residential properties, expanding under the ProperPMC umbrella to other cities. Its approach centers on adaptive reuse: converting old structures into modern apartments while keeping original architectural charm. Lobbies are opened as public spaces with coffee shops, bars, and restaurants, creating neighborhood hubs. Residents access curated amenities such as rooftop lounges, gyms with restored pools and boxing rings, and co-working areas. Revenue comes from renting residential units across studio to two-bedroom layouts. The company differentiates itself by blending hospitality-style amenities with community-focused, lifestyle-driven living, often partnering with local businesses, artists, and fitness professionals to host events. FLATS aims to offer approachable, high-quality living that preserves history while fostering neighborhood engagement.

Company Size

51-200

Company Stage

N/A

Total Funding

N/A

Headquarters

Chicago, Illinois

Founded

N/A

Get referred to Flats

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Simplify Jobs

Simplify's Take

What believers are saying

  • January 2026 added Millie on Michigan and The Weyland, expanding Chicago scale.
  • Proper announced four additional Chicago closings expected during 2026, signaling continued capital access.
  • ARO offerings at The Duncan broaden demand capture beyond luxury renters.

What critics are saying

  • Proper’s February 2026 consolidation makes FLATS a brand inside someone else’s platform.
  • The Wilmore’s 2026 launch raises execution risk across leasing, renovations, and service quality.
  • If Chicago absorption weakens, FLATS’ public-lobby, amenity-heavy model becomes a costly liability.

What makes Flats unique

  • Historic adaptive-reuse apartments anchor FLATS’ Chicago identity and brand moat.
  • Proper bundled FLATS with Guardian, CommonPlace, Drexel, and APG by February 2026.
  • The Wilmore and Millie on Michigan show premium, neighborhood-specific acquisition execution.

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Benefits

  • Health Insurance
  • Dental Insurance
  • Vision Insurance
  • 401(k) Company Match
  • Paid Vacation
  • Paid Sick Leave
  • Paid Holidays