CareerMoonshot

Senior Manager, Real Estate & Property Management

Sunnyside* · Chicago, IL

📍 Chicago, Illinois, United States💰 $110,000via greenhousePosted 2026-09-03
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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% of the time BENEFITS Cresco Labs is proud to offer eligible employees a robust offering of benefits including, major medical, dental and vision insurance, a 401(K)-match program, FSA/HSA programs, LTD/STD options, life insurance and AD&D.  We also offer eligible employees paid holidays and paid time off.  Other rewards may include annual discretionary bonuses, stock options as well as participation in our employee discount program. Benefits eligibility for permanent positions may vary by full-time or part-time roles, location, or position. In accordance with any local and state compensation laws, the compensation listed is the current estimated range for the position. Final offer details and future compensation may be determined by multiple factors including but not limited to, geographic location, market compensation data, skills, experience, and other relevant fa

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