Team Lead

Lessen

Chicago, IL Posted October 27, 2026

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On-site Full-time Senior
Salary Range

$50,000 - $58,000

Job Description

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
Required Skills
collaboration forecasting communication
How to apply

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