Sr. Transaction Management Director

Cushman & Wakefield•Boston, MA

1d•$170,000 - $200,000•Remote

About The Position

The Senior Director, Transaction Management is responsible for leading complex, multi-market real estate transaction programs for enterprise clients. This role provides strategic oversight across portfolio planning, transaction execution, and legal risk management, ensuring all real estate activities align with client objectives, governance standards, and financial targets. The position serves as a senior advisor to client leadership, driving execution excellence while ensuring rigorous review, negotiation, and compliance of real estate legal documentation across the portfolio.

Requirements

Bachelor’s degree in Real Estate, Finance, Business, or related field
10+ years of experience in commercial real estate transaction management, corporate real estate, or advisory services
Demonstrated experience managing complex, multi-market transaction programs and large-scale portfolios
Strong expertise in commercial real estate legal documentation, including lease negotiation, contract structures, and compliance requirements
Proven ability to lead negotiations and deliver favorable transaction outcomes
Advanced financial analysis and modeling capabilities
Experience working cross-functionally with legal, finance, and operational stakeholders
Strong leadership and team management experience

Nice To Haves

Active real estate license
Experience supporting large enterprise clients or corporate occupiers
Familiarity with global transaction management processes and governance models
Exposure to data analytics, reporting tools, and portfolio management systems
Industry designations (e.g., CCIM, MCR, LEED)

Responsibilities

Serve as a senior point of contact for client stakeholders, providing strategic guidance on portfolio decisions and transaction execution
Lead client presentations, business reviews, and executive communications
Partner with client real estate, legal, and finance teams to align transaction strategies with business objectives
Drive client satisfaction through consistent delivery of high-quality, insight-driven outputs
Oversee the execution of complex transactions, including acquisitions, dispositions, renewals, and restructures across multiple markets and asset types
Provide strategic direction to brokerage teams and internal stakeholders throughout the transaction lifecycle
Lead negotiations to achieve optimal commercial, operational, and risk outcomes for the client
Ensure transactions are delivered consistently and in alignment with global standards and program governance
Lead and oversee the comprehensive legal review of all real estate transaction documents, including leases, amendments, renewals, SNDAs, estoppels, and related agreements
Partner closely with client legal teams to ensure alignment on contract terms, risk allocation, and compliance requirements
Identify, evaluate, and mitigate legal and commercial risks associated with transaction structures, lease terms, and portfolio exposure
Establish and enforce standards for document review, negotiation playbooks, and contract governance across the transaction program
Ensure all transaction documentation is consistent, audit-ready, and aligned with internal and client compliance frameworks
Provide guidance and oversight on complex lease language, including financial structures, termination provisions, expansion rights, and operational clauses
Lead development of portfolio strategies, including optimization, expansion, and cost reduction initiatives
Identify opportunities to improve portfolio performance through proactive transaction planning and execution
Support business case development, including financial modeling and scenario analysis
Provide strategic insight into market conditions, portfolio risk factors, and capital planning decisions
Oversee portfolio-level reporting, ensuring accurate tracking of transactions, financials, and key milestones
Establish standardized reporting frameworks, dashboards, and templates
Ensure integrity and accuracy of portfolio data across all reporting systems
Drive transparency around pipeline status, risks, and decision points for client leadership
Lead, coach, and mentor transaction management team members, fostering a high-performance environment
Establish clear roles, responsibilities, and accountability across transaction teams
Support talent development, succession planning, and performance management
Promote collaboration across brokerage, legal, finance, and project delivery teams
Identify and implement process improvements to enhance transaction efficiency, reporting accuracy, and client outcomes
Drive adoption of technology, analytics, and automation tools across the transaction program
Maintain and evolve process documentation, playbooks, and best practices
Lead continuous improvement initiatives informed by transaction outcomes and client feedback