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Senior Manager - Real Estate & Property Management

Crescolabs · Chicago, IL · Posted Jul 6, 2026

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COMPANY OVERVIEW

Cresco Labs is one of the largest public, vertically integrated, multistate operators in the cannabis industry. Our portfolio of in-house cultivated and manufactured brands features some of the highest quality, most awarded and most popular cannabis products in America. With dozens of locations nationwide, our owned and operated Sunnyside® dispensaries provide a welcoming, positive, judgement-free place to shop for anyone at any point on their cannabis journey.

Founded in 2013, Cresco Labs’ mission is to normalize and professionalize cannabis through our passionate employees. As stewards of the cannabis industry, our teams are constantly focused on supporting the needs of our fellow colleagues, consumers, customers, and communities alike. With a focus on Social Equity and Educational Development, our SEEDTM initiative ensures that our company reflects the communities in which we serve, ensuring equal opportunity for all to have the knowledge and resources to work in and own businesses in cannabis.

At Cresco Labs, we aim to revolutionize and lead the nation’s cannabis industry with a focus on quality and consistency of product, and to bring legitimacy to the industry with the highest level of integrity and professionalism.

If you’re interested in joining our mission, click the below links to join our team today!

MISSION STATEMENT

At Cresco, we aim to lead the nation’s cannabis industry with a focus on regulatory compliance, product consistency, and customer satisfaction. Our operations bring legitimacy to the cannabis industry by acting with the highest level of integrity, strictly adhering to regulations, and promoting the clinical efficacy of cannabis. As Cresco grows, we will operate with the same level of professionalism and precision in each new market we move in to.

JOB SUMMARY

The Senior Manager , Real Estate plays a critical role in executing Cresco Labs’ real estate strategy across an active, multistate portfolio. This role carries equal responsibility across two core areas : property management and lease administration for existing locations, and transaction execution supporting new site development and M A activity. The ideal candidate has hands on experience negotiating commercial leases, managing landlord relationships through complex issues, and supporting acquisition due diligence under tight timelines. This role reports to the Senior Director , Real Estate and works closely with corporate development, legal, construction, and operations teams. Cannabis industry experience is not required , but candidates should be comfortable operating in a highly regulated, fast moving environment with significant ambiguity.

CORE JOB DUTIES

Transactions and M A

Conduct market research and site evaluation to identify growth opportunities for new dispensary and production locations

Lead end to end transaction management for new leases, acquisitions, and dispositions, ensuring compliance with legal and regulatory requirements

Draft and negotiate letters of intent, term sheets, and purchase and sale agreements in coordination with counsel

Support M A due diligence on real estate matters, including lease review, title and survey review

Prepare investment memos, deal summaries, and other materials to support deal approval

Coordinate with construction and facilities teams to align site readiness with operational and regulatory timelines

Engage and manage external consultants, brokers, appraisers, and legal advisors supporting real estate activity

Property Management and Lease Administration

Manage day to day landlord relationships across an active multistate portfolio, including dispensary, cultivation, and production sites

Review and negotiate lease amendments, estoppel certificates, subordination agreements, and assignment and consent documents

Lead lease administration functions including rent schedules, straight line rent calculations, CAM reconciliations, and critical date tracking

Resolve landlord disputes, default notices, and early termination requests, coordinating with legal counsel as needed

Maintain lease abstracts, landlord responsibility trackers, and portfolio reporting tools

Provide leadership and guidance to the property management function, including direct supervision of assigned staff

REQUIRED EXPERIENCE, EDUCATION AND SKILLS

Minimum of 7 years of commercial real estate experience (residential real estate experience does not qualify)

Bachelor’s degree in real estate, finance, or a related discipline

Demonstrated experience negotiating commercial leases and managing landlord relationships independently

Excellent organizational, quantitative, writing, and communication skills

Ability to manage multiple concurrent workstreams with minimal oversight and shifting priorities

Strong Excel and PowerPoint skills; experience with mapping or GIS tools is a plus

Comfortable interfacing directly with landlords, brokers, and legal counsel

Willing to travel 20…

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