Senior Manager - Real Estate & Property Management

Cresco LabsChicago, IL
$110,000 - $135,000Onsite

About The Position

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.

Requirements

  • 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
  • Must be 21 years of age or older to apply
  • Must comply with all legal or company regulations for working in the industry
  • Applicants must be legally authorized to work in the United States on a permanent basis without the need for current or future sponsorship at any time.

Nice To Haves

  • experience with mapping or GIS tools is a plus

Responsibilities

  • 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
  • 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

Benefits

  • major medical, dental and vision insurance
  • a 401(K)-match program
  • FSA/HSA programs
  • LTD/STD options
  • life insurance and AD&D
  • paid holidays and paid time off
  • annual discretionary bonuses
  • stock options
  • employee discount program
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