Director of Asset Management & Strategic Real Estate Transactions

Toronto Lands Corporation; Toronto; Hybrid; CAD 100,000 - 150,000; Full time

Job summary

A critical leadership position as the Director of Asset Management & Strategic Real Estate Transactions at a prominent corporation in Toronto. This role oversees the strategic planning and management of real estate portfolios, ensuring alignment with educational goals and capital revitalization efforts. The successful candidate will lead real estate transactions, collaborate closely with strategic departments, and influence the direction of real estate strategies to support organizational objectives.

Benefits

Flexible work environment

Competitive total rewards package

Great benefits for you and your family

Qualifications

• 10 years of experience in real estate asset management or strategic planning.
• Proven experience in leading complex real estate transactions.
• Extensive knowledge of Ontario’s land use planning policies.

Responsibilities

• Lead complex real estate transactions, including acquisitions and joint ventures.
• Develop strategic asset management plans to enhance the portfolio's value.
• Conduct financial analyses to support real estate decisions.

Skills

Strategic Leadership

Negotiation

Stakeholder Engagement

Analytical Thinking

Project Management

Communication

Education

Bachelor’s degree in Urban Planning, Real Estate, Business Administration, or a related field

Master’s degree or professional designation (RPP, PMP, or MRICS)

Job description

The Director of Asset Management & Strategic Real Estate Transactions is a critical leadership role responsible for overseeing the strategic planning, optimization, and management of the Toronto District School Board’s (TDSB) real estate portfolio. This position plays a key role in aligning the Board’s real estate assets with long-term capital revitalization goals, optimizing the use of administrative sites, and supporting broader strategic planning initiatives. The Director will work closely with the Capital Revitalization and Strategy & Planning departments to ensure that real estate transactions and asset management strategies support TDSB’s mission of providing equitable, high-quality education. This includes leading the Administrative Site Review, identifying surplus properties, and advancing complex real estate negotiations with public and private sector partners.

What you will do

1. Oversight of Real Estate Transactions and Strategic Site Planning

• Lead the planning, negotiation, and execution of complex real estate transactions, including acquisitions, dispositions, leases, and joint ventures.

• Develop and implement strategic asset management plans to optimize the performance and value of TDSB’s real estate portfolio.

• Conduct due diligence and financial analysis to support real estate decisions, ensuring alignment with TDSB’s financial and educational goals.

• Prepare and present business cases, financial models, and strategic recommendations to senior leadership and the TDSB Board of Trustees.

2. Collaboration with Capital Revitalization and Strategy & Planning Units

• Work closely with the Capital Revitalization team to identify opportunities for redevelopment, site optimization, and enhanced facility utilization.

• Partner with the Strategy & Planning department to align real estate strategies with long-term enrolment projections, educational programming, and community needs.

• Support the development of capital funding strategies and alignment of real estate projects with capital budget priorities.

• Serve as a key advisor on real estate implications for major capital projects and strategic initiatives.

3. Management of the Administrative Site Review Process

• Lead the comprehensive review of administrative sites to assess their current and future use, alignment with operational needs, and potential for redevelopment or disposal.

• Oversee stakeholder consultation processes to ensure that community, staff, and governmental perspectives are incorporated into site planning decisions.

• Prepare detailed reports and recommendations for the TDSB Executive Team and Board of Trustees regarding site utilization and optimization.

• Direct due diligence and financial analysis on a property by property basis.

4. Long-Term Asset Optimization and Portfolio Performance

• Develop and implement long-term asset management strategies to optimize the financial and operational performance of TDSB’s real estate portfolio.

• Establish key performance indicators (KPIs) and metrics for tracking the effectiveness of asset management initiatives.

• Oversee the assessment and classification of underutilized or surplus properties for potential divestment or redevelopment.

• Lead efforts to identify and pursue innovative real estate opportunities that align with TDSB’s educational mission and community impact goals.

• Lead the development and presentation of business cases, financial models, and strategic recommendations to both TLC and TDSB boards.

What you will have

• Bachelor’s degree in Urban Planning, Real Estate, Business Administration, or a related field. Master’s degree or professional designation (e.g., RPP, PMP, or MRICS) is preferred.

• Minimum of 10 years of progressively responsible experience in real estate asset management, strategic planning, or property portfolio management, preferably within the public sector.

• Proven experience in leading complex real estate transactions, including acquisitions, dispositions, and public-private partnerships.

• Extensive knowledge of Ontario’s land use planning policies, municipal bylaws, and public sector financial practices.

• Experience managing teams and leading cross-functional projects in a complex, multi-stakeholder environment.

Skills and Competencies

• Strategic Leadership - Ability to lead strategic planning initiatives and align real estate strategies with organizational goals.

• Negotiation and Financial Acumen - Strong negotiation skills and financial literacy to support complex transactions and asset management decisions.

• Stakeholder Engagement - Proven ability to build relationships with internal and external stakeholders, including government agencies, community groups, and private sector partners.

• Analytical Thinking - Advanced analytical skills for assessing financial models, market trends, and property performance metrics.

• Project Management - Ability to manage multiple projects simultaneously and deliver results within tight deadlines.

• Communication - Exceptional verbal and written communication skills for presenting complex ideas to diverse audiences.

Please submit your cover letter and resume by 5:00 pm, Wednesday June 18, 2025.

At TLC, we value inclusiveness and diversity and are an equal opportunity employer. We do not discriminate based on race, religion, colour, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Should you require accommodation during the recruitment and selection process, please let us know.

TLC offers a flexible work environment where we work a minimum of two days per week (Tuesdays/Thursdays) in office.

Our office location will be changing in 2026 to 286 Oak Park Avenue, Toronto.

TLC provides a competitive total rewards package which includes salary plus great benefits for you and your family. Check out the Careers section of the Toronto Lands Corporation website to find out more.