Associate Director, Special Loans
Top Benefits
About the role
Associate Director, Special Loans (Commercial Mortgage Lending) Toronto, ON - onsite $120,000 to $135,000 base salary plus variable discretionary bonus, benefits, and other perks
Our client is a Canadian private equity real estate investment business which creates and co-invests in real estate investment solutions to deliver sustainable, premium risk-weighted returns. They have grown in a number of their funds and continue to seek further opportunities to invest across real estate properties, developments, joint ventures, and mortgage lending.
Our client is seeking an Associate Director of Special Loans to join their Commercial Lending team. Reporting to the VP, Special Loans, this role will work closely with senior stakeholders to manage and resolve a portfolio of underperforming loans, with a focus on restructuring, execution, and risk mitigation.
Responsibilities Review and assess mortgage loan structures in new deals. Actively contribute to the Mortgage Credit Committee by providing informed, risk-aware perspectives on new transactions and highlighting emerging concerns. Resolve underperforming loan files by evaluating, recommending, and executing tailored workout and recovery strategies. Partner closely with internal stakeholders to coordinate execution of restructuring strategies, ensuring alignment, accountability, and timely decision-making across all workstreams. Coordinate with legal and other professional partners to advance files through formal legal restructuring processes. Partner with the CMHC team to monitor and resolve underperforming CMHC mortgages. Own ongoing portfolio reporting and provide regular performance updates to senior stakeholders.
Requirements 3–5 years of relevant professional experience, ideally within restructuring, insolvency, or a related advisory environment. Experience in real estate is considered an asset. CPA designation required, with active pursuit of Licensed Insolvency Trustee (LIT) designation preferred. Proficient in Microsoft Office (Outlook, Word, Excel, PowerPoint). Adaptable and decisive, able to pivot quickly and perform under pressure. Strategic, analytical thinker with a collaborative mindset and ownership mentality. Excellent communication and presentation skills across all levels.
If you are interested in learning more about this opportunity, please apply now. Unfortunately, due to the high volume of applicants, only those individuals chosen for interview will be contacted.
About Winchesters
Winchesters is a Canadian Recruitment Consultancy with multiple Divisions - Procurement, Finance & Accounting, Audit and Taxation. Harnessing our relationships in this market, we focus on finding the best job opportunities for our candidates and finding the best talent for our clients.
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Associate Director, Special Loans
Top Benefits
About the role
Associate Director, Special Loans (Commercial Mortgage Lending) Toronto, ON - onsite $120,000 to $135,000 base salary plus variable discretionary bonus, benefits, and other perks
Our client is a Canadian private equity real estate investment business which creates and co-invests in real estate investment solutions to deliver sustainable, premium risk-weighted returns. They have grown in a number of their funds and continue to seek further opportunities to invest across real estate properties, developments, joint ventures, and mortgage lending.
Our client is seeking an Associate Director of Special Loans to join their Commercial Lending team. Reporting to the VP, Special Loans, this role will work closely with senior stakeholders to manage and resolve a portfolio of underperforming loans, with a focus on restructuring, execution, and risk mitigation.
Responsibilities Review and assess mortgage loan structures in new deals. Actively contribute to the Mortgage Credit Committee by providing informed, risk-aware perspectives on new transactions and highlighting emerging concerns. Resolve underperforming loan files by evaluating, recommending, and executing tailored workout and recovery strategies. Partner closely with internal stakeholders to coordinate execution of restructuring strategies, ensuring alignment, accountability, and timely decision-making across all workstreams. Coordinate with legal and other professional partners to advance files through formal legal restructuring processes. Partner with the CMHC team to monitor and resolve underperforming CMHC mortgages. Own ongoing portfolio reporting and provide regular performance updates to senior stakeholders.
Requirements 3–5 years of relevant professional experience, ideally within restructuring, insolvency, or a related advisory environment. Experience in real estate is considered an asset. CPA designation required, with active pursuit of Licensed Insolvency Trustee (LIT) designation preferred. Proficient in Microsoft Office (Outlook, Word, Excel, PowerPoint). Adaptable and decisive, able to pivot quickly and perform under pressure. Strategic, analytical thinker with a collaborative mindset and ownership mentality. Excellent communication and presentation skills across all levels.
If you are interested in learning more about this opportunity, please apply now. Unfortunately, due to the high volume of applicants, only those individuals chosen for interview will be contacted.
About Winchesters
Winchesters is a Canadian Recruitment Consultancy with multiple Divisions - Procurement, Finance & Accounting, Audit and Taxation. Harnessing our relationships in this market, we focus on finding the best job opportunities for our candidates and finding the best talent for our clients.