Senior Director, Leasing Documentation

Cushman & Wakefield; Toronto; On-site; CAD 119,000 - 140,000; Full time

Job summary

Cushman & Wakefield is seeking a Senior Director, Leasing Documentation in Toronto to lead the preparation and execution of commercial lease documents using standard templates. You will coordinate with Leasing, Property Management, Finance, and Legal, ensuring accuracy, compliance, and timely delivery.

The role requires senior-level expertise in lease documentation, strong leadership, and collaboration with internal and external stakeholders to drive operational excellence.

Qualifications

• 7+ years in a commercial real estate setting with lease documentation experience.

Responsibilities

• Manage leasing transactions from offer through execution with stakeholders.
• Draft, review, negotiate, and administer lease-related documents (LOIs, leases, renewals, amendments).
• Ensure documents reflect approved terms and corporate standards.
• Abstract lease data and maintain accurate records in systems.
• Coordinate due diligence and monitor transaction progress.

Skills

Lease documentation

Negotiation

Drafting

Commercial real estate law

Communication

Attention to detail

Tools

MS Word

Excel

PowerPoint

Outlook

Job description

Senior Director, Leasing Documentation

Senior Director, Lease Documentation is a strategic leader responsible for the preparation, coordination, administration, and execution of commercial lease documentation using approved templates and standard forms, including agreements, proposals, new leases, renewals, amendments, assignments, consents, and other related documents. In addition, the role supports lease administration functions by ensuring lease information is accurately abstracted, maintained within lease administration systems, and effectively administered throughout the lease lifecycle, while collaborating closely with Leasing, Property Management, Finance, Legal, and external stakeholders to ensure operational excellence and compliance.

Senior Director, Lease Documentation is a strategic leader responsible for the preparation, coordination, administration, and execution of commercial lease documentation using approved templates and standard forms, including agreements, proposals, new leases, renewals, amendments, assignments, consents, and other related documents. In addition, the role supports lease administration functions by ensuring lease information is accurately abstracted, maintained within lease administration systems, and effectively administered throughout the lease lifecycle, while collaborating closely with Leasing, Property Management, Finance, Legal, and external stakeholders to ensure operational excellence and compliance.

Responsibilities

• Manage leasing transactions from offer through execution, coordinating with internal stakeholders, clients, tenants, and external counsel.
• Draft, review, negotiate, and administer lease-related documents, including LOIs, offers, leases, renewals, amendments, assignments, consents, license agreements, and other legal documentation.
• Ensure lease documentation accurately reflects approved business terms and complies with corporate standards, policies, regulations, and service-level expectations.
• Act as a subject matter expert on commercial leasing documentation, landlord and tenant rights, and lease administration practices.
• Identify and resolve documentation issues, risks, inconsistencies, and omissions in collaboration with stakeholders and legal counsel.
• Abstract lease agreements and maintain accurate lease data, financial terms, critical dates, and transaction records within lease administration systems.
• Maintain complete and audit-ready lease files, ensuring all documentation, approvals, correspondence, and executed agreements are properly filed and stored.
• Coordinate due diligence reviews, including title searches, encumbrances, and related documentation.
• Monitor transaction progress and lease execution timelines to ensure timely completion and distribution of executed documents.
• Develop, maintain, and improve lease templates, clause libraries, documentation standards, and administrative processes.
• Prepare and deliver operational reports, transaction metrics, critical date reports, and status updates for leadership and clients.
• Build and maintain effective relationships with clients, legal teams, service partners, and business stakeholders.
• Lead meetings, presentations, and client discussions, providing guidance on lease documentation and transaction matters.
• Exercise independent judgment in prioritizing work and selecting appropriate methods within established guidelines.
• Perform other duties and special projects as assigned.

Knowledge and Experience

• 7 plus years of experience working in a commercial real estate setting with experience in negotiating, drafting and interpreting lease related documentation
• In depth understanding of Commercial Leasing and Real Estate Law
• Dependable and highly motivated with the ability to work effectively in a cohesive team environment
• Demonstrated aptitude to lead a high performing team
• Excellent communication skills, both oral and written
• High level of accuracy and strong attention to detail
• Well-developed organizational skills allowing the ideal candidate to balance multiple Responsibilities and deliverables while ensuring Client satisfaction
• Advanced technology skills including MS Word, Excel, PowerPoint and Outlook required
• Ability to work well under pressure and meet deadlines
• Understanding of working with sensitive and confidential information.

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: $ 119,000.00 - $140,000.00

Cushman & Wakefield is committed to equity in employment and our goal is to have a diverse, inclusive, and barrier-free workplace.

If you are a person with a disability and need the job posting in an alternative format or any other accessible accommodations during the hiring process, please email your request to [e-mail]. Please refer to the job title and job location when you contact us.

Cushman & Wakefield s’engage à respecter l’équité en matière d’emploi. Notre objectif est d’offrir un milieu de travail diversifié, inclusif et exempt d’obstacles. Si vous êtes une personne handicapée et que vous avez besoin de recevoir l’offre d’emploi dans un autre format ou d’accéder à toute autre mesure d’adaptation au cours du processus d’embauche, veuillez soumettre votre demande par courriel à [e-mail]. Veuillez mentionner le titre de poste et le lieu de travail au moment de communiquer avec nous.

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