Senior Associate, Commercial Originations

Glasslake Funding; Toronto; On-site; CAD 120,000 - 160,000; Full time

Benefits offered by this job

Competitive benefits package

Educational opportunities

Mentorship from industry experts

Access to executive leadership

Job summary

Glasslake Funding seeks a Senior Associate, Commercial Originations to source, structure, and originate CRE debt investments across Canada, driving deal flow and maintaining strong borrower relationships. This role partners with credit, capital markets, and portfolio management to deliver high-quality investments in line with risk parameters.

The successful candidate will manage a robust pipeline, negotiate terms, and provide strategic insights on target markets.

Qualifications

• Bachelor’s degree required; MBA or other advanced degree preferred.
• 5-7 years of experience in commercial real estate finance with a track record of originating CRE debt.
• Proven ability to independently source and close transactions.
• Entrepreneurial mindset with strong business development capabilities.
• Strategic thinker with ability to identify market opportunities.
• High degree of professionalism, integrity, and attention to detail.
• Demonstrated expertise across multiple CRE debt products and property types.
• Deep network of industry relationships including sponsors, brokers, and capital partners.
• Strong financial analysis, underwriting, and structuring skills.
• Excellent communication, negotiation, and presentation skills.
• Thrive in a fast-paced, performance-driven environment.

Responsibilities

• Origination & Business Development: Source and originate CRE debt opportunities; develop a robust pipeline; establish relationships with sponsors and brokers; pursue new opportunities.
• Deal Structuring & Execution: Support underwriting and negotiation of loan terms; collaborate with underwriting and credit teams; present opportunities to committees; monitor CRE market trends.
• Relationship Management: Serve as trusted advisor to clients; align origination with capital availability; represent the firm at events and meetings.
• Internal Collaboration: Work with underwriting, asset management, legal, and capital markets teams to ensure efficient deal execution and portfolio performance.

Skills

Sourcing CRE debt

Relationship management

Deal execution

Financial analysis

Negotiation

Strategic thinking

Cross-functional collaboration

Business development

Portfolio management

Presentation skills

Education

Bachelor's degree

MBA or advanced degree preferred

Job description

Senior Associate, Commercial Originations

• Senior Associate, Commercial Originations

Glasslake is a rapidly growing mortgage lender. Since the start of our operations in 2023, we have expanded presence across Canada in Ontario, Alberta and British Columbia. 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 environment, set achievable milestones with the direction from the Vice President, Risk, Credit & Compliance and build meaningful connections both internally and externally with key stakeholders.

At Glasslake, we believe our biggest strength lies in our people and we are dedicated and committed to your growth. We offer a competitive benefits package, educational opportunities and reimbursement as well as mentorship from industry experts. In this role you will leverage constructive feedback and utilize skills that you have learned to continuously exceed targets. We also offer earned opportunities for advancement and a work environment that thrives on fun, inspiring your colleagues and access to executive leadership.

Glasslake is an equal opportunity employer and only successful candidates will be contacted for an interview.

What you’ll do

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.

The following job functions are not all-inclusive. The employee will be required to perform other job-related tasks/responsibilities as requested. Job duties may change as required by needs of company.

Origination & Business Development

• Source 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 & Execution

• Support 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.
• Monitor competitive landscape and identify opportunities to differentiate the platform.

Relationship Management

• Serve 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.
• Represent the firm at industry events, conferences, and client meetings.

Internal Collaboration

• Work cross-functionally with the underwriting, asset management, legal, and capital markets teams to ensure efficient deal execution and portfolio performance.
• Contribute to portfolio construction by aligning originations with diversification and risk management goals.

Qualifications

• Bachelor’s degree required; 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.
• Proven ability to independently source and close transactions in a competitive environment.
• Entrepreneurial mindset with strong business development capabilities.
• Strategic thinker with the ability to identify and capitalize on market opportunities.
• High degree of professionalism, integrity, and attention to detail.
• Demonstrated expertise across multiple CRE debt products and property types.
• Deep network of industry relationships, including sponsors, brokers, and capital partners.
• Strong financial analysis, underwriting, and structuring skills.
• Excellent communication, negotiation, and presentation skills.
• Ability to thrive in a fast-paced, performance-driven environment.