Drake Property Management is a growing multifamily property management company dedicated to creating well maintained communities where residents feel at home and employees feel supported. We manage multi-residential properties across multiple provinces and operate as one integrated team across operations, leasing, maintenance, capital projects, and support functions.

Our teams work collaboratively to deliver consistent, high-quality building operations, strong financial performance, and a reliable resident experience. We emphasize clear expectations, accountability, and practical execution, supported by systems, processes, and strong leadership.

We are committed to building a professional, inclusive, and performance-driven environment where team members are empowered to take ownership, develop their skills, and contribute to the success of the portfolio.

Position Overview The Senior Property Manager

(GTA Portfolio)

is responsible for the operational, financial, and resident experience performance of a portfolio of multifamily residential properties.

Reporting to the Regional Manager, this role acts as the primary business leader for the assigned portfolio and is accountable for achieving occupancy, revenue, expense management, and Net Operating Income (NOI) objectives while maintaining high standards of building operations and resident satisfaction.

The Senior Property Manager oversees all day-to-day operations, leads on-site teams, manages vendor relationships, and works collaboratively with internal departments to support portfolio growth and performance.





This position is intended for experienced property management professionals who have demonstrated success managing complex assets and navigating challenging operational environments, including lease-up and stabilization efforts, underperforming asset turnarounds, resident activism, major capital projects, and emergency or crisis situations.

Essential Duties and Responsibilities Operations and Asset Performance

Oversee the day-to-day operations of a portfolio of multifamily residential properties.

Conduct regular property inspections to ensure asset quality, curb appeal, safety, and operational standards are maintained.

Identify operational deficiencies and implement corrective action plans.

Ensure preventative maintenance programs are executed effectively and building systems are maintained appropriately.

Manage contractor and vendor relationships, including scope development, tendering, pricing review, quality control, and performance management.

Monitor service standards and ensure work is completed professionally, efficiently, and within budget.

Support lease-up, repositioning, and stabilization initiatives for newly acquired or renovated assets.

Develop and implement action plans to improve performance at underperforming properties.

Participate in due diligence and operational assessments related to acquisitions and portfolio transitions as required.

Financial Performance and Revenue Management





Prepare and manage annual operating budgets and assist with capital budget planning.

Accountable for achieving revenue, occupancy, collection, and NOI targets across the portfolio.

Review monthly financial statements and prepare variance analysis with explicit recommendations and action plans.

Identify opportunities to improve financial performance through revenue growth, operational efficiencies, and expense control.

Monitor rental rates, market conditions, concessions, and competitive positioning to maximize revenue.

Oversee rent collection efforts and ensure arrears are managed proactively and effectively.

Ensure purchase order, invoice approval, and expense management processes are followed consistently.

Collaborate with Asset Management and Regional Leadership on value-add initiatives and revenue enhancement opportunities.

Leasing and Resident Experience

Drive leasing performance and maintain occupancy levels in alignment with portfolio targets.

Ensure leasing teams execute company leasing standards and conversion strategies effectively.

Monitor resident satisfaction and retention metrics and implement initiatives to improve resident experience.

Resolve escalated resident concerns, disputes, and complex tenancy matters professionally and efficiently.

Manage sensitive resident relations situations, including community complaints, organized resident groups, activism, media attention, and public-facing concerns.

Maintain strong working knowledge of applicable legislation including the Residential Tenancies Act, Human Rights Code, Accessibility for Ontarians with Disabilities Act, and related housing regulations.

Leadership and Team Development

📌 Senior Property Manager (Winnipeg)
🏢 Drake Property Management
📍 Winnipeg