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Team Lead

Lessen · Chicago, IL

Pay
$50k–$58k
Workplace
Hybrid
Job type
Full-time
Experience
3+ years
Posted

About the role

Team Lead at Lessen in Chicago, IL. Hybrid, full-time, paying $50k–$58k. Posted October 27, 2026.

Lessen is the tech-enabled, end-to-end property service provider that is transforming how commercial and residential real estate services are delivered and managed at scale. Lessen’s technology platform provides data-driven insights that unlock key growth opportunities for the entire real estate ecosystem—including investors, owners, managers, and service providers. The company leverages a network of over 30,000 vetted, qualified vendors (Lessen Affiliates) serving clients with over 1 million properties and completing more than 3.5 million work orders annually across an expanding range of services. Lessen, LLC is a venture-backed, privately held company with offices in Scottsdale and Chicago. 
The Team Lead will assist District Lead in managing all day-to-day facilities activities for their client’s portfolio within their assigned region. The Team Lead will collaborate with the District Lead for all maintenance requests submitted by the client and will utilize best efforts in resolving the client’s maintenance issues rapidly.  Additionally, this position is responsible for creating and developing relationships with internal clients and customers. The Team Lead processes work order requests and ensures timely resolution. 

What You'll Do:

    • Assist in the coordination and execution of the complete work order life cycle from creation to resolution 

    • Manage vendors to ensure services are completed within agreed upon SLA’s 

    • Collaborate with District Lead to work cross-functionally with other teams to manage vendors in region(s) 

    • Develop client relationships; collaborate with key stakeholders in markets to devise solutions to client issues 

    • Assist in monthly reporting, forecasting and asset management on all sites 

    • Help develop and implement preventative, ongoing and anticipated maintenance/repair programs 

    • Assist with development of operating and capital budgets for the assigned  

    • Support the creation of work order forecasts by drawing on historical, current, and metric-based data  

    • Attend regular client status meetings, if applicable 

    • Ensure confidentiality of internal and external data 

    • Perform ad-hoc projects and other duties as assigned 

What You'll Need:

    • Bachelor’s degree or equivalent facilities management experience 

    • 3+ years of facilities management experience 

    • Experience with managing multiple vendors for day-to-day work order management and small to large capital projects 

    • Client relationship management skills 

    • Communication and organizational skills 

Why Lessen:·        Competitive compensation·        Health, Dental, Vision, Life, Disability options·        401K retirement savings plan·        Paid vacation, federal and floating holidays·        Maternity/Paternity Pay·        Career advancement opportunities·        All the tools you'll need to be successful
Lessen is intentional about attracting, developing, and retaining amazing talent from diverse backgrounds. We’re looking for teammates that are enthusiastic, empathetic, curious, motivated, reliable, and will help us amplify the positive & inclusive culture we’ve been building.  Lessen is an Equal Opportunity Employer.  All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, protected veteran or disabled status, or genetic information. 

Prefer to apply yourself? Apply on Lessen’s site

Quick answers

How much does this Lessen job pay?

The posted pay is $50k–$58k.

Where is this job based?

Chicago, IL. The role is hybrid.

How much experience do you need?

The posting asks for 3+ years.

How do you apply?

Apply on Lessen’s site using the link on this page. With a free Jobmagic account you can see how well you fit first.

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