Head of Asset Management, Real Estate

About Us

We are a dynamic mixed-use multifamily real estate operator with a diverse and expanding portfolio. In addition to our residential and commercial holdings, we own and operate several complementary businesses including construction, fruit orchards, a craft distillery, pickleball facilities, and a market and wedding/event venue. Our organization is vertically integrated, with in-house property management and accounting teams using the Yardi ecosystem for operational and financial management.

Position Overview

The Head of Asset Management will serve as a senior executive and strategic leader overseeing the full life cycle performance of a diversified and growing real estate portfolio. This role holds full P&L responsibility for all stabilized properties, guiding operational excellence, revenue performance, and long-term value creation. The position will play a critical role in shaping design and development decisions for new projects, ensuring that operational priorities and asset strategies are embedded from concept through project closeout.

This is a high-impact leadership opportunity for an accomplished asset management executive seeking significant autonomy, influence, and the ability to help steer a rapidly expanding, entrepreneurial, owner-managed real estate platform.

Primary Responsibilities:

Strategic Leadership & Portfolio Performance

• Provide executive oversight for the operational, financial, and strategic performance of all stabilized assets across multifamily, commercial, retail, and mixed-use properties.
• Develop and execute asset-level business plans, driving NOI growth, operational efficiency, and long-term value creation.
• Lead annual budgeting, forecasting, and multi-year capital planning across the portfolio.
• Hold P&L ownership and accountability for asset performance, reporting directly to the President.

Property Operations, Leasing & Marketing

• Oversee all property management teams to ensure best-in-class operational standards, resident experience, compliance, and risk management.
• Direct leasing and marketing strategy, ensuring strong absorption velocity, revenue optimization, and competitive market positioning.
• Establish and monitor KPIs across operations, leasing, and asset performance.

Development Integration & Revenue Stabilization

• Act as the operational voice in design and development decisions for new construction and redevelopment projects.
• Provide strategic input on unit mix, amenities, finishes, building systems, and long-term operating considerations.
• Lead the revenue stabilization process for new developments from pre-lease through full stabilization and closeout.

Capital Planning, Renovations & Value-Add Projects

• Oversee large-scale capital improvement programs, renovations, and repositioning strategies.
• Evaluate, model, and approve investment decisions related to capex, lifecycle maintenance, and asset upgrades.
• Ensure long-term capital plans align with financial and operational goals.

Portfolio Growth & Diversification

• Support strategic expansion into new asset classes, including data centers and agriculture.
• Provide leadership through underwriting, due diligence, and feasibility assessments for new investment opportunities.
• Establish operational frameworks and best practices in emerging verticals.

Team Leadership & Organizational Development

• Lead, mentor, and develop a growing team of asset managers, leasing and marketing professionals, and operational leaders.
• Foster a high-performance culture grounded in accountability, collaboration, and continuous improvement.
• Establish scalable systems, processes, and reporting frameworks to support rapid organizational growth.

Requirements:

• 10+ years of progressive leadership experience in real estate asset management, with significant oversight across multifamily, commercial, retail, and mixed-use portfolios.
• Proven track record managing large, complex assets with full P&L accountability.
• Experience working in an entrepreneurial, owner-managed environment, demonstrating sound judgment, adaptability, and a strong sense of ownership.
• Deep expertise in property operations, leasing, marketing strategy, and lifecycle asset management.
• Strong financial acumen, including budgeting, investment analysis, underwriting, valuation, and capital project planning.
• Demonstrated capability managing large-scale renovations, capex programs, and value-add execution.
• Experience contributing to design and development decisions for new construction or major redevelopment projects.
• Familiarity with scaling into new asset classes (data centers, agriculture, or other specialized verticals) considered an asset.
• Excellent leadership, communication, and relationship-building skills, with the ability to influence across internal teams and external partners.
• Relevant post-secondary education (finance, real estate, business, engineering, or related field). Professional designations (e.g., CFA, CPM, CCIM, MBA) considered a strong advantage.

Benefits:

• Comprehensive Health and Dental plan
• RRSP Matching
• Continuous Learning Program
• Career advancement opportunities
• Employee Assistance Program