Senior Transaction Manager

Cushman & Wakefield; Chicago (IL); On-site; USD 128,000 - 150,000; Full time

Job summary

Cushman & Wakefield is seeking a Senior Transaction Manager to oversee day-to-day transaction management for a large healthcare client portfolio. You will navigate site opportunities, lead lease negotiations, and coordinate cross-functional teams from site identification to lease execution, ensuring timelines and operational requirements are met.

The role requires 7+ years in real estate transaction management with healthcare exposure, strong negotiation, and cross-functional collaboration

Qualifications

• 7+ years real estate transaction management experience.
• 3+ years healthcare real estate experience preferred.
• Experience with high-level, complex transaction management including contracts.
• Proven ability to manage multiple projects and cross-functional teams.
• Ability to read and understand commercial real estate documents (lease, purchase agreements, SNDA, estoppel).
• Willingness to travel 25-50%.

Responsibilities

• Identify, evaluate, and prioritize development opportunities aligned with growth objectives.
• Build relationships with owners, brokers, developers and industry professionals for opportunities.
• Develop knowledge of trade areas through market visits, research and trend analysis.
• Prepare site survey packages and lead site tours for stakeholders.
• Represent Cushman & Wakefield through site selection and approvals.
• Lead negotiations of LOIs, leases, amendments and other documents.
• Ensure stakeholders are informed throughout progression and milestones.
• Mitigate risks impacting schedules and milestones? (as described in the ad)

Skills

Market analysis

Negotiation

Risk management

Project management

Communication

Independent work

Education

Bachelor's degree

Tools

Real estate mapping tools

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.

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

Cushman & Wakefield also provides eligible employees with an opportunity to enroll in a variety of benefit programs, generally including health, vision, and dental insurance, flexible spending accounts, health savings accounts, retirement savings plans, life, and disability insurance programs, and paid and unpaid time away from work. In addition to a comprehensive benefits package, Cushman and Wakefield provide eligible employees with competitive pay, which may vary depending on eligibility factors such as geographic location, date of hire, total hours worked, job type, business line, and applicability of collective bargaining agreements.

The compensation that will be offered to the successful candidate will depend on factors such as whether the position is covered by a collective bargaining agreement, the geographic area in which the work will be performed, market pay rates in that area, and the candidate’s experience and qualifications. The company will not pay less than minimum wage for this role. The compensation for the position is: $ 127,500.00 - $150,000.00

Cushman & Wakefield is an Equal Opportunity employer to all protected groups, including protected veterans and individuals with disabilities. Discrimination of any type will not be tolerated. In compliance with the Americans with Disabilities Act Amendments Act (ADAAA), if you have a disability and would like to request an accommodation in order to apply for a position at Cushman & Wakefield, please call the ADA line at 1-888-365-5406 or email [e-mail]. Please refer to the job title and job location when you contact us.

INCO

“Cushman & Wakefield”

About Cushman & Wakefield

Cushman & Wakefield (NYSE: CWK) is a leading global commercial real estate services firm for occupiers and investors with approximately 53,000 employees in over 350 offices and nearly 60 countries. In 2025, the firm reported revenue of $10.3 billion across its core service lines of services, Leasing, Capital markets, and Valuation and other. Built around the belief that Better never settles, the firm receives numerous industry and business accolades for its award-winning culture. For additional information, visit www.cushmanwakefield.com