Cushman & Wakefield, Inc. · Chicago, IL

Senior Transaction Manager at Cushman & Wakefield, Inc. — Chicago, IL

Full-timeChicago, IL$127,500–$150,000/yearPosted 2026-07-13Apply on Workday

Full job description

Job Title

Senior Transaction Manager

Job Description Summary

Position Summary: Responsible for the day-to-day transaction management oversight for a large portfolio of properties on behalf of a prominent Global Occupier Services healthcare client. This role requires developing deep knowledge of target trade areas, identifying and advancing site opportunities, managing lease negotiations, coordinating cross-functional stakeholders, and ensuring projects progress from site identification through lease execution while meeting timeline and operational requirements.Job Description

Essential Responsibilities:

  • Identify, evaluate, and prioritize potential development opportunities that align with company growth objectives.
  • Build and maintain relationships with property owners, brokers, developers and other industry professionals to generate on-market and off-market opportunities.
  • Develop and maintain in depth knowledge of assigned trade areas through regular, in person market visits, competitive analysis, market research and analysis of local real estate trends and comparable properties.
  • Conduct comprehensive site evaluations and prepare detailed site survey packages with expedited turnaround times.
  • Lead site tours for operations leaders, construction teams and/or real estate executives.
  • Serve as the primary real estate representative throughout the site selection and approval process.
  • Present site recommendations and key findings to internal stakeholders and leadership teams.
  • Collaborate with C&W and non-C&W brokerage professionals to ensure effective negotiations of business terms for a wide variety of transaction types such as renewals, acquisitions and dispositions for both owned and leased locations.
  • Lead negotiations of Letters of Intent (LOIs), lease agreements, amendments, and other real estate transaction documents.
  • Ensure operations stakeholders are informed and engaged throughout transaction progression and key project milestones.
  • Proactively identify and mitigate risks that may impact project schedules, approvals, or milestones.
  • Ensure compliance with client regulatory requirements including, but not limited to, STARK/AKS.

Key Competencies:

  • Strong market analysis and site selection skills.
  • Excellent negotiation and relationship management abilities.
  • Ability to identify risks proactively and develop mitigation strategies.
  • Strong project management and organizational skills.
  • Effective verbal and written communication skills.
  • Ability to operate independently in a fast-paced, growth-oriented environment.
  • Proficiency with real estate mapping, demographic, and site evaluation tools.

Required Qualifications:

  • 7+ years real estate experience in transaction management, specifically handling high transaction volumes
  • 3+ years experience with healthcare real estate preferred
  • Experience with high-level, complex transaction management including experience in contract management/compliance
  • Demonstrated success managing multiple projects and transactions simultaneously.
  • Experience working cross-functionally with operations, construction, legal, and finance teams.
  • Currently hold or the ability to obtain within 90 days a real estate salesperson license
  • Ability to read and understand commercial real estate transaction documents, such as a lease, purchase & sale agreement, sublease agreement, SNDA, estoppel, assignment agreement, etc.
  • Willingness to travel (25-50%)
  • Bachelor’s degree

The compensation for the position is: $ 127,500.00 - $150,000.00

INCO: “Cushman & Wakefield”