Associate Director, Asset Management

At Skyline, we believe real estate is about more than buildings—it's about creating places where people and communities thrive. As one of Canada's leading real estate investment organizations, we own and manage a diverse portfolio of high-quality apartment communities across the country.

We're looking for an experienced Associate Director to play a key role in identifying, evaluating, and executing strategic acquisition and disposition opportunities that support the continued growth of Skyline Apartment REIT.

Reporting directly to the President, Skyline Apartment, you'll lead real estate transactions from initial sourcing through closing, providing the financial analysis, market insight, and due diligence required to support investment decisions. This is an excellent opportunity for someone who enjoys combining financial analysis, relationship management, and transaction execution in a fast-paced entrepreneurial environment out of our head office in Guelph, ON.

What you'll do:

• Building and maintaining relationships with commercial real estate brokers, developers, landlords, owners, and industry partners to source acquisition and disposition opportunities.
• Leading financial underwriting, valuation analysis, due diligence, negotiations, and transaction execution for commercial real estate investments.
• Preparing financial models, investment analyses, and recommendations to support strategic decision-making.
• Coordinating comprehensive due diligence activities with legal counsel, consultants, lenders, institutional partners, vendors, and internal stakeholders.
• Preparing Letters of Intent, Agreements of Purchase and Sale, Board of Trustees materials, and other transaction documentation.
• Conducting property inspections, market tours, and investment site visits across Canada.
• Completing market rent analyses and evaluating financing alternatives in partnership with Skyline Mortgages Finance Inc.
• Supporting financing and refinancing initiatives through financial analysis, marketing materials, and transaction coordination.
• Preparing acquisition and disposition reports and presenting investment recommendations for senior leadership and the Board of Trustees.
• Collaborating with Accounting, Property Management, Finance, and executive leadership to analyze portfolio performance and support investment decisions.
• Leading the Apartment REIT's IFRS valuation and reporting process to ensure accurate and timely financial reporting.
• Monitoring market trends, investment opportunities, and industry developments to support Skyline's long-term investment strategy.

What we're looking for:

• Bachelor's degree in Business, Commerce, Finance, Real Estate, Economics, or a related discipline.
• Progressive experience in commercial real estate acquisitions, investments, asset management, investment banking, private equity, or corporate finance.
• Strong financial modeling, underwriting, valuation, and analytical skills.
• Experience managing commercial real estate transactions from origination through closing.
• Knowledge of commercial real estate due diligence, financing, and transaction documentation.
• Understanding of IFRS valuation principles and financial reporting is considered an asset.
• Excellent negotiation, communication, and presentation skills.
• Willingness to travel for property inspections, market tours, and transaction activities.

Why you want to work here:

• You want to join an organization where entrepreneurial thinking, collaboration, and long-term relationships drive our success.
• You enjoy working with driven people who challenge you everyday. 
• Problem solving, innovation and troubleshooting comes second nature to you and you're looking for a place to showcase that.
• You want to work somewhere that empowers people to make meaningful contributions while providing opportunities to grow their careers alongside experienced industry leaders.

The Skyline Group of Companies is a fully integrated investment management organization: grounded in real estate, powered by people, and growing for the future. Every aspect of Skyline is managed with the utmost care and attention to detail, from consulting with investors to fostering a sense of community at each and every one of its properties.

We offer our employees competitive pay, benefits, RSP matching program, paid volunteer day, on-going training, growth potential and so much more.  Our workplace culture empowers staff at all levels to become involved in supporting and building vibrant communities. 

Come be a part of Skyline – it starts here!