Senior Associate, Commercial Originations Senior Associate, Commercial OriginationsGlasslake is a rapidly growing mortgage lender. We plan to have operations from coast-to-coast and are currently expanding our mortgage lending footprint to the province of Quebec. We are seeking an experienced Compliance Manager to lead these efforts.

The successful candidate will be well versed in provincial and federal regulatory, and operation matters for the business and enjoy building an operation from the ground up. The ideal candidate will be able to navigate in a fast-paced, evolving setting, set achievable milestones with the direction from the Vice President, Risk, Credit & Compliance and build meaningful connections both internally and externally with key stakeholders.The Senior (Sr.) Associate, Commercial Originations is responsible for sourcing, structuring, and originating commercial real estate (CRE) debt investments across a broad range of products, property types, and geographies within Canada. This mid to senior-level role will drive deal flow, build and maintain strong borrower and intermediary relationships, and partner closely with internal credit, capital markets, and portfolio management teams to execute high-quality investments aligned with the firm’s risk-return objectives.Origination & Business DevelopmentSource and originate CRE debt opportunities across multiple product types, including senior mortgages, mezzanine loans, bridge financing, construction loans, and structured credit solutions.Develop and maintain a robust pipeline of opportunities across all major property types, including office, multifamily, industrial, retail, hospitality, life sciences, and specialty assets.Establish and deepen relationships with sponsors, developers, owners, brokers,



and other market participants nationwide.Identify and pursue new business opportunities through proactive outreach, networking, and market intelligence.Deal Structuring & ExecutionSupport the structuring, underwriting, and negotiation of loan terms, ensuring alignment with firm strategy and risk parameters.Partner with internal underwriting and credit teams to evaluate transactions, including financial analysis, market assessment, and sponsor review.Present investment opportunities to Canadian executive and internal Bayview committees and stakeholders, clearly articulating risk/return profile and key considerations.Maintain deep knowledge of national CRE markets, including trends in capital flows, pricing, and credit conditions.Provide strategic insights on target markets, asset classes, and product types to inform origination strategy.Relationship ManagementServe as a trusted advisor to clients, delivering tailored financing solutions and maintaining long-term relationships.Collaborate with senior management to align origination activity with available capital and investment mandates.Internal CollaborationWork cross-functionally with the underwriting, asset management, legal, and capital markets teams to ensure effective deal execution and portfolio performance.Contribute to portfolio construction by aligning originations with diversification and risk management goals.MBA or other advanced degree preferred.5-7 years of experience in commercial real estate finance, with a strong track record of originating CRE debt transactions.Strategic thinker with the ability to identify and capitalize on market opportunities.Deep network of industry relationships, including sponsors, brokers, and capital partners.Ability to thrive in a fast-paced, performance-driven environment. #

📌 Senior Associate, Commercial Originations (Winnipeg)
🏢 Glasslake Funding
📍 Winnipeg