Toronto, ON - onsite (walking distance from Union)

$150,000 to $165,000 base salary plus large bonus, benefits, and other perks

Our client is a Canadian private equity firm 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 the whole portfolio.

Our client is seeking an Associate Director of Insolvency/Restructuring to join their Commercial Lending team. Reporting to the Vice President, 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

- Resolve underperforming loan files by evaluating, recommending, and executing tailored workout and recovery strategies.
- 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.




- 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 skilled 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.
- CPA designation with active pursuit of CIRP and/or 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.

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📌 Associate Director, Special Loans (Toronto)
🏢 Winchesters
📍 Toronto