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Analyst/Senior Analyst, Debt

DREAM12 days ago
Toronto, ON
CA$75,000 - CA$110,000/annual
Senior Level
Full-Time

Top Benefits

Paid vacation and personal days
Flexible benefits
Mental health resources

About the role

Dream is looking for an Analyst or Senior Analyst, Debt & Real Estate Finance!

Dream is seeking an Analyst or Senior Analyst, Debt and Real Estate Finance to support the end‑to‑end management of our real estate debt portfolio, spanning origination, underwriting, execution, and ongoing portfolio management. This role is well‑suited for a real estate finance professional with a few years of hands‑on experience who is ready to operate independently, take ownership of a portfolio, and meaningfully contribute to financing strategy, decision‑making, and risk management.

What will you do?

The Analyst or Senior Analyst plays a central role within the Debt team and works cross‑functionally with Development, Investments, Asset Management, Accounting, Treasury, and external lenders. You will manage both transaction‑driven financing activity and the ongoing stewardship of debt across multiple public and private platforms, gaining exposure to a wide range of asset classes and capital structures.

This role offers a balance of analytical rigor, execution responsibility, and strategic portfolio oversight, providing the opportunity to:

  • Gain end‑to‑end exposure across the debt lifecycle;
  • Work on high‑profile assets and development projects;
  • Develop toward a lead debt execution and portfolio management role; and
  • Be part of a collaborative, entrepreneurial, and high‑performing team.

Below are some of the primary responsibilities you will be taking on in this role:

End‑to‑End Debt Origination & Execution:

  • Support and, over time, independently manage the origination and underwriting of debt for acquisitions, developments, redevelopments, and refinancings across the portfolio;
  • Prepare detailed financial and risk analysis at the project, property, and portfolio level to support financing strategy and capital stack decisions;
  • Develop high‑quality financing materials, including underwriting models, lender presentations, and confidential information memorandums (CIMs);
  • Evaluate and compare financing proposals, recommending optimal structures, terms, and lender counterparties;
  • Coordinate and manage the debt closing process, including due diligence, documentation review, and satisfaction of lender funding conditions;

Portfolio Management & Ongoing Debt Oversight:

  • Actively manage a portfolio of secured and corporate debt, maintaining a deep understanding of loan terms and structures;
  • Manage construction loan draws, covenant compliance, refinancing timelines, interest rate exposure, maturity rollover risk, and repayments related to dispositions;
  • Maintain and enhance debt databases and summaries to ensure accuracy of key terms, reporting requirements, and compliance tracking;
  • Prepare portfolio‑level debt dashboards, analysis and insight for senior executives to support informed business decision‑making;
  • Prepare quarterly and annual debt reporting deliverables to corporate accounting teams for their financial statement disclosures and MD&A of public REITs, as well as investor reporting for private equity vehicles. This includes debt continuity, scheduled repayments, debt valuation, interest rate sensitivity, and covenant compliance calculations;
  • Coordinate lender reporting, consent requests, inquiries, and amendments;

Cross‑Functional Collaboration & Value‑Add Analysis:

  • Partner closely with Accounting, Strategic Finance, Asset Management, and Development teams to support forecasting, refinancing scenarios, and business planning;
  • Support internal reporting and executive materials with a forward‑looking, analytical lens;
  • Contribute to process improvements, tools, and templates to enhance the long-term management of the debt portfolio; and
  • Assist with special projects and ad hoc analysis as the platform evolves.

What skills and qualifications should you have?

  • Bachelor’s degree in Finance, Real Estate, Accounting, or a related field;
  • Approximately 2–5 years of relevant experience in real estate finance, commercial lending, debt advisory, mortgage servicing, REIT reporting, financial data analytics, or a related environment;
  • Prior exposure to both transaction execution and post‑closing loan management is strongly preferred;
  • Experience with development and/or multi‑asset portfolios is an asset;
  • Strong financial and analytical skills, with demonstrated experience in debt underwriting, cash flow analysis, and risk assessment;
  • High level of proficiency in Excel (including financial modeling, sensitivity analysis, and data organization), with strong PowerPoint skills for clear, senior‑level communication;
  • Solid understanding of loan documentation and ability to identify key commercial and risk considerations;
  • Self‑directed and accountable, with ability to manage multiple workstreams independently without significant oversight;
  • Strong communication and relationship‑building skills, both internally and with external lenders and advisors;
  • Highly detail‑oriented, organized, and able to manage multiple priorities in a dynamic, transaction‑driven environment; and
  • Intellectual curiosity and a desire to grow into a broader debt origination and portfolio leadership role.

Who Are We?

Dream Unlimited Corp. is an award-winning Canadian real estate investment, development and management company with approximately $28 billion of assets under management in North America and Europe. Our scope of business includes asset management and management services for both publicly listed real estate as well as private capital.

Dream has grown substantially since its formation in 1996, becoming one of Canada’s leading real estate companies with a diverse workforce in North America and Europe. We are one of Canada’s largest developers, building communities for people to live in; developing land, homes, condominiums, retail centers and renewable power projects. We also build communities to work in, bringing office, industrial and retail spaces to life. We invest in and manage properties, enriching them for the people who work here and the greater community.

Our entrepreneurial spirit drives us to seize unconventional opportunities and approach every project with passion and purpose. At Dream, we care about our employees, provide exciting work opportunities, open work environments, and fun events, fostering an atmosphere where continuous learning and innovation thrive. Join us and make a difference.

Total Rewards @Dream

This is a regular, full-time position with a base salary range of $75,000-$110,000. In addition to base salary, the role is eligible for a performance-based bonus and a comprehensive benefits package, which includes paid vacation and personal days, flexible benefits, mental health resources, access to perks and discounts, professional development support, and team-building and social events.

Compensation is determined based on several factors, including relevant experience, total years of experience, industry experience, education, and professional designations. We recognize that exceptional talent doesn’t always fit neatly into a bracket. Final compensation will be tailored to your specific experience, skills and the unique value you bring to the table. If your qualifications exceed the scope of this role, we may be open to adjusting the mandate – and the salary – to reflect that expertise.

We look forward to hearing from you, but please note; due to the high volume of applications, only candidates who qualify will be contacted. This position is for an existing vacancy.

Dream Unlimited is committed to workplace diversity and provides accommodations to applicants with disabilities throughout our hiring process. If you require accommodation through any aspect our process, please let us know and we will work with you to meet your needs. Our recruitment process does not include the use of Artificial Intelligence (AI).

About DREAM

Education
501-1000

Originally founded as Harlem RBI, DREAM traces its beginnings to 1991, when a group of volunteers transformed an abandoned, garbage-strewn lot into two baseball diamonds for the youth of East Harlem. Over three decades later, we serve thousands of children across East Harlem and the Bronx through a network of free DREAM Charter Schools and afterschool and summer programming.

From our schools to our playing fields, DREAM is committed to building a team where each individual can bring their full identity and experience to work because representation matters. We are dedicated to creating a world where youth, especially youth of color, have permission to dream—along with the tools and opportunities to make their dreams reality.

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