As a Maintenance Technician, you’ll own your “zone” — completing 4–5 work orders per day within a 30 minute radius of the River North neighborhood (Rogers Park down to Woodlawn, West to Cicero/Berwyn). You’ll troubleshoot and repair plumbing, electrical, carpentry, HVAC filters, appliance issues, and more across scattered site residential properties.
Schedule:
Standard hours: Mon–Fri, 9 AM–5 PM
Occasional emergency calls nights/weekends (bonuses paid per call)
What You’ll Do
Respond promptly to scheduled work orders and service calls
Diagnose, repair, and maintain:
Plumbing (leak repair, fixture installs)
Electrical (outlet/wiring troubleshooting)
Carpentry (drywall, trim, door & window repairs)
HVAC basics (filter changes, thermostat calibration)
Appliance repair (washer/dryer, dishwasher, fridge)
Communicate clearly and courteously with tenants and property managers
Document work performed and close out work orders in our system
Escalate complex or recurring issues to senior staff
Maintain a clean, professional appearance and work truck
Who We’re Looking For
Customer First Mindset: Polite, well spoken, respectful, and driven to exceed expectations
Hands On Experience:
3+ years in multi site/scattered-site residential maintenance
Broad skill set across plumbing, electrical, carpentry, HVAC, and appliances
Self Starter: Able to work independently, communicate effectively, and be proactive.
Reliable & Responsive:
Valid U.S. driver’s license, clean driving record
Reliable transportation, full auto insurance
Available for occasional after hours emergency calls
Background Check: Must pass a pre employment background screening
1099 Contract: This role is 1099 with bi-weekly pay
Compensation & Perks
Competitive Pay: based on experience & certifications
Emergency Call Bonuses: Trip charge + additional hourly rate for night/weekend calls
Flexible Zone Assignments: Minimize drive time within approximately 30 minute radius
Autonomy & Growth: Direct input on maintenance processes and priority projects
About Landmark Property Management
Landmark is a full-service real estate brokerage and property management company serving the greater Chicagoland area. Our team handles leasing, maintenance, renovations, construction, investment strategy, and real estate development. We manage a growing portfolio of single-family homes, multi-units, and investment properties, serving both local and out-of-state owners.
We’re known for our high standards, fast-paced environment, and strong team culture. If you're looking to join a company that values reliability, skill, and trust—we'd love to meet you.
Ready to Apply?
If you meet the above criteria and are eager to deliver exceptional maintenance service, please send an email.
Be sure to include in this email:
Your Most updated resume
Your contact information as we will start a digital interview as the first step
We’ll review applications on a rolling basis and follow up with qualified candidates for a phone screen and skills assessment.
Join Landmark Property Management and help us keep Chicago rental homes safe, comfortable, and our tenants happy!