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WP Osborne Executive Search Inc.

Vice President, Leasing

Toronto, ON, Canada

Full-time

Apply on LinkedIn About employer

Applications open in a new tab.

Job details

Job type: Full-time
Apply by: Dec 12, 2026
Experience: 10+ years of progressive leadership experience within multifamily residential leasing, property management, or residential operations.
Posting language: English
Posted: Nov 12, 2026

Original job description

Starlight Investments, in conjunction with WP Osborne Executive Search, is seeking a Vice President, Leasing to join its National Leasing team.

Vice President, Leasing

Reporting directly to the COO, the Vice President, Leasing will lead the strategy, performance, and continued evolution of a centralized leasing platform across the company’s Canadian multifamily portfolio.

This senior leadership role is responsible for driving occupancy, leasing performance, customer acquisition, and operational excellence across a diverse residential portfolio. The successful candidate will oversee leasing strategy, lease-up initiatives, centralized leasing operations, CRM optimization, analytics, and technology-enabled solutions while partnering closely with Asset Management, Marketing, Operations, Analytics, and Property Management teams.

This is not a traditional leasing leadership role. We are seeking a forward-thinking leader who can modernize and scale leasing operations through the adoption of innovative technologies, AI-enabled tools, data-driven decision-making, and best-in-class customer acquisition strategies that enhance both leasing performance and resident experience.

Key Responsibilities

Leasing Strategy & Performance

Develop and execute leasing strategies across stabilized assets, new developments, and repositioned communities.
Drive occupancy, leasing velocity, lead-to-lease conversion, and portfolio performance.
Lead lease-up and stabilization initiatives for new development and high-priority assets.
Establish and monitor leasing KPIs, performance metrics, and reporting frameworks.
Identify operational opportunities and implement solutions that improve leasing effectiveness and efficiency.
Standardize leasing processes, service standards, and operating procedures across the portfolio.

Centralized Leasing Operations

Lead and continue to scale a centralized leasing platform and customer engagement model.
Oversee inbound and outbound lead management activities and leasing performance.
Improve prospect response times, customer engagement, and conversion outcomes.
Ensure a consistent and high-quality customer experience throughout the leasing journey.
Partner with on-site teams, third-party management companies, and leasing partners to deliver consistent execution.

Technology, Innovation & Analytics

Lead the optimization and advancement of CRM platforms, leasing technology, and operational systems.
Champion the implementation and adoption of AI-enabled leasing tools, automation, and innovative customer engagement solutions.
Utilize analytics and reporting to drive data-informed decision-making and portfolio performance.
Collaborate with Marketing and Analytics teams to improve lead attribution, campaign effectiveness, and conversion performance.
Continuously evaluate emerging technologies and industry best practices to create competitive advantages and improve operational scalability.

Cross-Functional Leadership

Partner closely with Asset Management to support occupancy, revenue, and asset performance objectives.
Collaborate with Marketing, Operations, Analytics, and Property Management partners to align leasing execution with business plans.
Provide executive leadership with regular updates on leasing performance, risks, opportunities, and market trends.
Establish a culture of accountability, collaboration, innovation, and continuous improvement.

Team Leadership & Development

Lead, mentor, and develop a high-performing leasing organization.
Establish clear expectations, service standards, and accountability measures.
Support training, coaching, and professional development initiatives.
Foster a results-oriented culture focused on customer experience, performance, and innovation.

Qualifications

10+ years of progressive leadership experience within multifamily residential leasing, property management, or residential operations.
Demonstrated success leading leasing performance across large-scale residential portfolios.
Experience managing lease-up and asset stabilization initiatives.
Strong understanding of centralized leasing models, CRM platforms, and leasing technologies.
Proven ability to leverage data, analytics, and operational reporting to drive business outcomes.
Experience implementing technology-enabled solutions, automation, AI tools, or digital transformation initiatives within leasing or customer acquisition functions.
Strong executive presence with the ability to influence stakeholders across multiple business functions.
Exceptional leadership, communication, and team development capabilities.

Application

Qualified candidates can submit their resume through LinkedIn, noting “#1434 – VP, Leasing” in the subject line. AI is not used to screen candidates for this role.

The compensation structure is comprised of a base salary that is market competitive and based on factors such as experience, education, designations, and skill set. It also includes a discretionary annual performance bonus tied to weighted performance targets and company performance, and company medical/dental benefits, healthcare spending accounts, a tiered employer matching group retirement savings plan and parking/Presto allowance. Other benefits include maternity top-up, investment opportunities in the company’s funds, summer office hours, annual company-wide volunteer day and many more.

Starlight Investments

Starlight Investments is a leading global real estate investment and asset management firm. Established in 2011 and privately owned, Starlight has grown to a dynamic team of 360+ professionals who manage over $25 billion of direct real estate and real estate investment securities. Offering a range of investment vehicles across various real estate strategies, we are a developer and asset manager of over 77,000 multi-residential suites and over 9 million square feet of commercial property space. Holding Canada’s largest portfolio of multi-family assets, we have a strong focus and commitment to creating a positive impact for our communities. To learn more about Starlight, please visit www.starlightinvest.com or follow the company on LinkedIn

Diversity, Equity and Inclusion

Starlight is dedicated to creating a workplace culture of inclusiveness that reflects the diverse communities that the company operates in. We invite all interested individuals to apply and encourage applications from members of equity-deserving communities, including but not limited to women, persons with disabilities, visible minorities (racialized), Black, Indigenous Peoples and persons of any gender identity and sexual orientation.

Environmental Social Governance (ESG)

As one of the largest rental housing providers in Canada, Starlight’s focus on ESG is aligned with the company’s broader purpose to invest with impact and drive social and economic growth through real estate. This focus shapes business operations and influences interactions with employees, investors, partners and communities.

WP Osborne Executive Search

WP Osborne is a privately-owned search firm delivering full-service recruitment expertise for over 20 years to a broad range of clients in the real estate industry. Our expertise extends across every major asset class including multi-residential, office, industrial, retail, mixed-use, condo, hotels, and senior living across the functions of asset management, investments, development, construction, leasing, property management, portfolio management, finance, marketing, IT, HR and strategy.

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More about this job

Responsibilities

Lead the strategy, performance, and expansion of a centralized leasing platform across the Canadian multifamily portfolio, including leasing strategy, lease-ups, customer engagement, CRM and technology optimization, and analytics. Partner with business functions and property teams to improve occupancy, conversion, resident experience, and operational performance while developing a high-performing leasing organization.

Requirements

Requires 10 or more years of progressive leadership experience in multifamily leasing, property management, or residential operations, with a record of driving performance across large residential portfolios and managing lease-ups and stabilization. Candidates should bring expertise in centralized leasing, CRM and leasing technologies, analytics, technology-enabled transformation, executive stakeholder influence, and team leadership.

Skills

Multifamily Leasing Strategy
Leasing Performance Management
Centralized Leasing Operations
Lease-Up and Stabilization
Occupancy Management
Customer Acquisition
CRM Optimization
Leasing Technology
AI-Enabled Tools
Automation
Data Analytics
KPI Development and Reporting
Cross-Functional Leadership
Team Development
Customer Experience
Operational Excellence

Benefits

Medical and Dental Benefits
Healthcare Spending Accounts
Parking or Presto Allowance
Maternity Top-Up
Investment Opportunities in Company Funds
Summer Office Hours

Visa sponsorship

Not detected in the job text

Keywords

Multifamily Residential
Leasing Strategy
Centralized Leasing Platform
Lease-Up
Asset Stabilization
Occupancy
Lead Management
Lead-to-Lease Conversion
Customer Acquisition
Customer Engagement
Resident Experience
CRM Platforms
Leasing Technology
AI-Enabled Tools
Automation
Digital Transformation
Analytics
Leasing KPIs
Performance Reporting
Lead Attribution
Campaign Effectiveness
Asset Management
Property Management
Operational Excellence
Portfolio Performance

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Jobs in Canada