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Systems Engineer I

lessen · Chicago, IL

📅 06/08/2026
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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. Responsible for the configuration, implementation, and administration of the organization’s server hardware, operating systems, applications and integrations. Analyzes and resolves complex problems associated with server hardware and server application software. Detects, diagnoses, and reports problems on all hardware and software systems. Performs a wide variety of complex tasks in software/hardware maintenance and operational support. Performs supervised liaison function between other Information Technology teams. Recognized as an emerging SME with comprehensive knowledge and experience and works under minimum to moderate supervision.
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