Finance

Our Winchesters Accounting and Finance team has extensive experience recruiting professionals across Ontario. Whether you are seeking a role as a Senior Accountant, Project Accountant, Accounts Payable, Property Accountant, Construction Accountant, Financial Controller, Senior Financial Analyst, Director of Finance, or VP Finance, our team can help you find your next career opportunity!

The Winchesters Team will help you find your next opportunity, whether you are looking to fill permanent, short-term, or project-based positions.

Below are current Accounting and Finance opportunities available through Winchesters. We also have exciting career opportunities related to procurement, tax, and audit, so please check our website regularly for new opportunities! To receive updates on new job postings regularly, follow us on LinkedIn.

Senior Property Accountant
Located Downtown Toronto (in office role)
Salary between $90k – $100k plus discretionary bonus and benefits

Our client, a multifamily asset management firm, is looking for a Senior Property Accountant to join their team. The firm has an expanding portfolio of over $700 million in AUM and the overall role for this candidate will be to manage the day-to-day financial operations of a portfolio of residential properties.  

Responsibilities:

  • Prepare monthly, quarterly, and annual financial statements for the residential multifamily property portfolio.
  • Accurately record all financial transactions, including rent collections, operating expenses, and
  • capital expenditures, ensuring compliance with internal controls.
  • Monitor and reconcile bank accounts, balance sheets, and general ledgers for assigned
  • properties.
  • Lead budgeting and forecasting processes, providing variance analysis and actionable insights
  • into financial performance.
  • Prepare and review detailed financial reports, including property-level profit and loss
  • statements, cash flow projections, and budget comparisons.
  • Coordinate the preparation and submission of year-end working papers for external auditors,
  • responding to audit queries in a timely manner.
  • Evaluate financial performance, identifying opportunities for optimization to improve
  • profitability and operational efficiency.
  • Collaborate closely with property managers, asset managers, and senior leadership to align
  • financial strategies with operational goals.
  • Mentor and guide junior accounting staff, fostering a collaborative and productive work
  • environment.
  • Assist with special projects and ad hoc reporting as assigned by senior leadership.

Qualifications

  • Bachelor’s degree in Accounting, Finance, or a related field.
  • CPA designation or working towards a CPA is preferred.
  • Proficiency in accounting software such as Yardi, MRI, or similar property management systems.
  • Advanced Microsoft Excel skills (pivot tables, v-lookups, etc.).
  • Strong understanding of IFRS and Canadian GAAP accounting principles.
  • Exceptional attention to detail, analytical capabilities, and ability to manage multiple priorities in a fast-paced environment.
  • Bilingual skills (French and English) would be an asset.
  • Ability to work independently and collaboratively with cross-functional teams.

If you are interested in applying for this opportunity, please email your resume to [email protected]. Unfortunately, due to the high volume of applicants, only those individuals chosen for interview will be contacted. 

Associate – Real Estate Development
Downtown Toronto – hybrid (Fridays from home)
$100,000-$110,000 base plus 10% bonus and a lucrative profit-sharing piece

Our client is a growth-oriented real estate development firm in downtown Toronto. The company is adding this brand-new position to the team where you will own the proformas for 10+ mid- and high-rise projects in the GTA. Post acquisition, the project will move to your division and you will have full financial responsibility for a number of interesting projects.

Responsibilities:

  • Take charge of development models and proformas for ongoing real estate projects, ensuring proactive management from acquisition to project completion to mitigate risks and maximize returns.
  • Oversee monthly updates on proformas, equity requirements, property tax payments, loan renewals, and insurance expirations.
  • Run various proforma scenarios to evaluate different project outcomes (e.g., sales launch date, additional height, unit mix) and determine the best approach.
  • Provide regular updates to the investment committee on project budgets, incorporating feedback from finance, construction, development, sales, and consultants.
  • Participate in critical decision-making and project management meetings throughout the entire development cycle (planning, design, sales, permits, construction, and delivery phases).
  • Review and assess legal documents (e.g., LOI, DM Agreements, JV Agreements, loan documents, fee proposals) and ensure financial models accurately reflect the agreements.
  • Monitor market conditions to identify opportunities to maximize returns or mitigate risks.
  • Manage the forecasting process, ensuring financial models remain aligned with market realities and departmental input.
  • Critically analyze progress draw reports.
  • Consolidate and organize project information, including financial summaries, for quarterly or monthly investor reporting.
  • Maintain high financial modeling standards, focusing on prudent leverage and minimizing exposure to risks.
  • Identify and address project risks (e.g., budget overruns) and provide operational insights to resolve issues.
  • Mentor and support the Senior Analyst.

Qualifications:

  • Minimum of 2-3 years of relevant experience with real estate finance, development or project management
  • Experience conducting asset management and financial analysis for development projects using advanced models in MS-Excel
  • Experience developing and maintaining budgets, project proformas, cash flow projections and financial reports
  • Strong understanding of development financing (typical financing structures at various stages of development) and land economics.

If you are interested in learning more about this opportunity, please apply now by sending your resume to [email protected]. Unfortunately, due to the high volume of applicants, only those individuals chosen for interview will be contacted.

Manager of Finance 
North Bay, ON – 35 Hours Per Week – 3 Days Per Week In Office 
$90,000 – $100,000 Base Plus 5 Weeks Of Vacation And Great Benefits Including Pension 

Our client is seeking a highly qualified Manager of Finance to join their team in North Bay. This role is integral to the continued growth and success of the organization. With a strong mission and positive values, our client offers excellent work/life balance and a supportive team culture. If you have your CPA and comprehensive accounting experience, we encourage you to apply. 

Responsibilities: 

Leadership Team Participation: Actively participate as a member of the Agency’s Leadership Team, contributing to the development of the strategic plan and annual divisional operating plans, including financial and human resources allocation. 

Financial Management: Oversee full-cycle accounting operations, including accounts payable, accounts receivable, general ledger, and payroll responsibilities. Ensure accuracy, timeliness, and compliance with organizational policies and regulatory requirements. 

Budgeting and Forecasting: Oversee and support the preparation of organizational and departmental budgets. Provide strategic insights into resource allocation, financial forecasts, and risk identification. Ensure adherence to budgets and report notable variances to the Divisional Director. 

Financial Reporting and Controls: Oversee financial statement preparation, Management Discussion and Analysis (MD&A), and other financial reports. Design, implement, and monitor internal controls to safeguard assets and ensure compliance with corporate policies. 

Operational Leadership: Provide guidance, mentorship, and professional development opportunities to the Finance team. Foster a culture of accountability and continuous improvement within the department. 

Audit and Compliance: Liaise with external audit teams for audit reviews and internal control purposes. Ensure the organization’s financial processes align with regulatory requirements and best practices. 

Requirements: 

  • Bachelor of Commerce (BComm) or Bachelor of Business Administration (BBA) in Accounting, Finance, or related programs. 
  • Chartered Professional Accountant (CPA) certification is required. 
  • Minimum of five (5) years of experience in financial analysis with a strong understanding of Canadian accounting standards and regulatory compliance. 
  • Experience in non-profit organizations or knowledge of Accounting Standards for Not-For-Profit Organizations (ASNPO) is an asset. 
  • Strong communication skills, including negotiation, conflict resolution, and professional business writing. 

If you are interested in learning more about this opportunity, please apply now by sending resume to [email protected] Due to the high volume of applicants, only those selected for an interview will be contacted.

VP of Mortgage Origination
Calgary, Alberta – remote
$400,000-$600,000 (base + bonus) plus excellent benefits

Are you an experienced commercial real estate professional with a passion for structuring innovative mortgage solutions? We are looking for a VP of Mortgage Origination to join a high-performing team in Western Canada. This is an exciting opportunity to contribute to a growing portfolio of mortgage investments while leveraging your deep knowledge of real estate markets across Canada.

We are seeking a Vice President, Origination to lead and grow relationships with real estate developers, property owners, and key stakeholders across Alberta and British Columbia. This critical role will drive business development, enhance market presence, and advance strategic growth.

Key Responsibilities

Marketing/Strategic Planning:

  • Collaborate with senior executives to refine the brand strategy and increase market visibility.
  • Develop plans to meet business goals and identify opportunities in existing and new markets.
  • Promote brand awareness through business development initiatives (e.g., events, thought leadership).

Relationship Management:

  • Build and maintain strong relationships with clients and lending partners, understanding their risk appetites and needs.
  • Mentor junior originators and provide guidance to the Origination Team.
  • Monitor project progress, ensuring processes align with objectives.

Mortgage Origination:

  • Originate and adjudicate transactions for a range of mortgage products, including land loans, construction loans, bridge loans, and term loans.
  • Partner with lending teams to negotiate terms and provide detailed transaction feedback.
  • Stay informed on market trends, client needs, and competitor offerings.

Deal Management and Funding:

  • Oversee due diligence with the Mortgage Investments Analyst(s) and structure transactions to present to Investment Committees.
  • Negotiate and secure commitments through Letters of Intent and term sheets.
  • Support funding processes, ensuring clear communication with investors and lending partners.

Requirements:

  • 8+ years in loan origination with strong relationships in Alberta and British Columbia.
  • Extensive experience in credit adjudication, underwriting, and commercial real estate finance.
  • Proven track record of successfully originating deals in the $15M+ range.
  • Strong sales, marketing, and relationship-building skills.

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.

Senior Analyst – Acquisitions and Asset Management
Toronto, Ontario (3 days per week in office)
$100,000-$120,000 base plus 20% bonus

With this company being one of the fastest growing real estate companies in the GTA/Toronto, you will get experience and insight into the multifaceted operations and execution of high-profile real estate development projects and income-producing property portfolios. The company is looking to add a new person as a Senior Analyst or Associate of Acquisitions / Asset Management.

You will be responsible for the day to day duties of managing real estate models, acquisitions, monitoring project performance, planning/analyzing budgets, asset management, presentations, corporate analysis and identifying investment opportunities. If this new position sounds like a fit for you, do not hesitate to apply.

Responsibilities:

  • Conduct due diligence and feasibility studies to analyze acquisitions
  • Technical analysis and ensure proper accounting for acquisitions and deal disposition
  • Underwrite new development deals and create intricate proforma budgets
  • Conduct project budget review with focus on actual vs budget proformas monthly to meet company and project objectives
  • Analyze project cash flows and prepare sensitivity analysis to study impacts on overall project
  • Prepare equity and investment IRR waterfall analysis to ensure KPI’s are met
  • Continuously Monitor and update all project proformas, cashflows and IRR models in conjunction with project accountants, controller, and CFO
  • Create monthly project financial reports to present to LP partners, CEO, CFO and COO.
  • Participate, collaborate and give recommendations on projects and identify efficiencies for continuous improvements
  • Assist with execution of development portfolio strategy related to investments and supporting executive team on execution of transactional activity

Requirements:

  • Must have at least two (2) or more years’ experience in financial/investment analysis in real estate
  • Completed a university degree
  • Are analytical and have ability to produce analysis in appropriate language and style
  • Possess excellent communication (both written and verbal) and presentation skills
  • Have strong process management/improvement skills with a mindset for continuous improvement
  • Have ability to manage your time, with strong organizational skills and ability to prioritize tasks within a demanding environment
  • Are proficient in Microsoft Office suite some modeling software (Word, Excel, Project, Outlook)

If you are interested in learning more about this opportunity, please apply now or email your resume in confidence to [email protected]. Unfortunately, due to the high volume of applicants, only those individuals chosen for interview will be contacted.

Senior Financial Accountant – Ongoing Contract – Full-Time Hours
Location: North York, ON (On-site)
Compensation: $40-$50 Per Hour

Our client, a well-established organization in the Medical and Healthcare sector, is seeking a Senior Financial Accountant to join their growing team. This role will focus on critical finance and accounting functions, including overseeing the month-end close process, managing year-end audits, developing financial reports, and supporting budgeting and forecasting. The ideal candidate will be a CPA-designated professional with strong reporting experience and a passion for working in a fast-paced, Private Equity-backed healthcare environment.

Key Responsibilities

  • Financial Planning & Analysis: Lead the development of financial models, budgets, and forecasts, while analyzing key drivers, trends, and variances.
  • Performance Metrics: Track and report on key performance indicators (KPIs) across service lines, focusing on patient volume, treatment outcomes, and cost efficiencies.
  • Strategic Financial Support: Provide financial insights for business development, capital investments, and new service offerings, enabling data-driven decision-making.
  • Transactional Accounting Support: Assist with accounting tasks such as Accounts Payable (AP), Accounts Receivable (AR), and payroll when needed.
  • Cost Analysis: Conduct detailed cost analyses of clinical operations, identifying areas for cost optimization without sacrificing service quality.
  • Revenue Cycle Management: Oversee revenue cycle processes, ensuring timely billing and collections, and provide insights on payer mix, reimbursement rates, and payment trends.
  • Variance Analysis: Perform thorough monthly, quarterly, and annual financial performance analysis against budget, offering recommendations for improvement.
  • Regulatory Compliance: Ensure compliance with healthcare financial regulations and reporting requirements.
  • Ad-hoc Reporting: Support senior leadership with ad-hoc financial analysis and special projects as needed.

Qualifications

  • Bachelor’s degree in Accounting, Finance, or a related field (preferred)
  • CPA designation required
  • 5+ years of experience in finance, audit, or accounting
  • Strong process improvement skills and a solid understanding of profitability analysis
  • Advanced Excel skills with excellent analytical and communication abilities

If you’re interested in this exciting opportunity, please send your resume to [email protected]. While we appreciate all applicants, only those selected for an interview will be contacted.

Director of Special Loans
Toronto, ON – 4 days per week in the office
Competitive compensation with excellent benefits

We’re seeking an experienced Director of Special Loans to join our client’s real estate finance team. This role is pivotal in handling distressed loans and minimizing risks within a real estate loan portfolio. You’ll be responsible for evaluating the financial health of borrowers, monitoring loan collateral, and working with internal teams, investors, and external partners to execute recovery strategies.

Responsibilities:

  • Loan Restructuring & Workout: Lead the charge in restructuring troubled loans, developing tailored workout solutions, and negotiating terms with borrowers and stakeholders to optimize recovery.
  • Loan Transaction Analysis: Dive deep into financials, market trends, and economic factors to assess loan performance and identify risks or opportunities.
  • Portfolio Management: Support senior management in performing portfolio analysis, stress testing, and reporting on risks related to market conditions and loan concentrations.
  • Stakeholder Collaboration: Work closely with internal finance, risk management teams, borrowers, investors, and external experts such as legal counsel, appraisers, and brokers.
  • Compliance & Best Practices: Stay on top of industry regulations and ensure all strategies align with legal and regulatory standards.
  • Team Development: Help train the team by identifying potential issues early in the lending process and conducting debriefs on loan workout outcomes.

Requirements:

  • Proven experience with distressed loan management, ideally within the Canadian real estate sector.
  • Strong financial analysis and risk assessment skills.
  • Excellent negotiation and communication abilities.

How to apply:

If you are interested in learning more about this opportunity, please apply now by sending your resume to [email protected]. Unfortunately, due to the high volume of applicants, only those selected for an interview will be contacted.

Corporate Accountant
Located at Yonge/Eglinton (4 days/week in office)
Salary is between $70k – $85k plus discretionary bonus and benefits

Our client, within real estate, is looking for a Corporate Accountant to join their fast-growing team. The Corporate Accountant will have a unique opportunity to contribute to the company’s growing Portfolio within the GTA.

Responsibilities

  • Responsible for the monthly close activities for certain corporate entities; This involves monitoring accounts payable/ accounts receivable, preparing bank reconciliations and journal entries, and maintaining supporting subledgers and schedules;
  • Liaise with various platform finance teams and prepare the group’s consolidated management reports;
  • Daily entity level treasury monitoring of cash inflows and outflows, with forecasting of future cash needs and sources of funding to support the Corporate Controller’s cash management needs;
  • Responsible for compliance requirements including HST, EHT and WSIB filings;
  • Support the annual audit and budget processes;
  • Establish internal controls and procedures to minimize risk exposure to company and respective projects and reviews internal policies on a regular basis to ensure they are working as intended; 

Qualifications & Education

  • Certificate/Degree in Accounting, Finance, or related field;
  • Advanced Excel user with the ability to analyze and present data efficiently;
  • Experience handling or establishing complex company chargebacks;
  • Prior use of Yardi Voyager software is preferred;
  • Understanding of ASPE or IFRS accounting standards for real estate is an asset.

If you are interested in applying for this opportunity, please email your resume to [email protected]. Unfortunately, due to the high volume of applicants, only those individuals chosen for interview will be contacted.

Associate, Real Estate Development
$95,000 – $115,000 Base Plus Discretionary Bonus, Long-Term Incentive Plan, And Excellent Benefits
Downtown Toronto, ON

A Toronto-based real estate private equity firm is seeking a motivated and talented Associate to join its investments and asset management team. Specializing in real estate development and value-add assets, the firm offers a unique opportunity to partner with leading North American developers. The extensive portfolio includes over 110 real estate investments across Canada and the United States, with no shortage of work and growth to be had.

If you have strong financial analysis, financial modeling skills, and experience in real estate investments, apply today!

 Responsibilities:

  • Develop and maintain complex financial models for residential and commercial real estate development projects.
  • Review, analyze, and conduct due diligence on pro formas.
  • Create investor presentations
  • Assist with financial reporting and analysis on a semi-annual basis, supporting the Asset Management team.
  • Conduct research, organize data, and prepare offering documents and memos for investment offerings.
  • Construct presentations for quarterly reports and other stakeholder communications.
  • Monitor and assess project budgets and schedules, focusing on variance analysis and cash flow forecasting.
  • Produce market intelligence reports on local real estate markets to aid in due diligence and project monitoring.
  • Track and maintain up-to-date market data, particularly in the residential development and multi-family sectors. 

Requirements:

  • CPA and/or CFA certification required.
  • Minimum of 2-3+ years of relevant financial modeling experience in real estate investments or real estate development finance
  • Bachelor’s degree in Business, Commerce, Real Estate, or a related field with a focus on finance.
  • Advanced proficiency in financial analysis and modeling.
  • Strong communication skills and the ability to work collaboratively with cross-functional teams.

 If this sounds like the right fit for you, apply now by emailing resume to [email protected]. Due to the high volume of applicants, only those selected for an interview will be contacted.

Accounting Manager
$90,000-$100,000 Base Plus Five Weeks Of Vacation, A Pension, And Great Benefits
North Bay, ON – 35 Hours Per Week, Hybrid

Our client is a North Bay-based organization, looking to hire a new Accounting Manager to help with the continued growth of the organization. The firm has a great mission with positive values, coupled with excellent work/life balance and team culture. If you have your CPA and well-rounded accounting knowledge, apply now!

Responsibilities:

  • Actively participates as a member of the Leadership Team.
  • Actively contributes to the creation of the Agency’s strategic plan, and annual divisional operating plans, including financial and human resources allocation.
  • Actively supports organization’s wide systems for accreditation, performance management, project management, health and safety compliance, information management, risk management, professional standards, recognition of excellence and continuous quality improvement.
  • Provides direct operational leadership, guidance, mentorship, and professional development opportunities to the Finance team, in collaboration with the Divisional Director.
  • Oversees full cycle accounting operations, including accounts payable, accounts receivable, general ledger and payroll responsibilities.
  • Ensures all financial data and processes are accurate, timely and compliant with organizational policies and regulatory requirements.
  • Oversees cash flow and working capital efficiently to ensure timing of expenditures with funding.
  • Reviews and approves financial transactions, inclusive of payroll, expenses, and revenues.
  • Collaborates with the Director of Finance and Asset Management to develop and implement financial strategies aligned with organizational goals.
  • Oversees and supports the preparation of, and adherence to, organizational and departmental budgets; provides strategic insight into the allocation of resources, financial forecasts, and identifies risks and cost optimization opportunities.
  • Oversees and supports the accurate and timely preparation of financial forecasts and ensures the Divisional Director is apprised of all notable and impactful variances.
  • Contributes to the effective utilization of the ERP system; supports the finance team as a power user and ensures optimal functionality for streamlined financial processes.
  • Oversees and supports financial statement preparation, Management Discussion and Analysis (MD&A) and other financial reports and filings.
  • Reviews and approves the preparation of detailed monthly analysis of financial results.
  • Designs, documents, implements, and monitors internal controls, ensuring compliance with corporate policies and procedures to ensure the overall financial integrity of financial information and safeguarding of assets.
  • Liaises with external audit team members for audit, review, and internal control purposes.
  • Other duties as assigned.

Requirements:

  • Bachelor of Commerce or Bachelor of Business Administration in Accounting, Finance, or related programs
  • Chartered Professional Accountant (CPA) certification required
  • A minimum of five (5) years of experience in financial accounting, demonstrating a strong understanding of Canadian accounting standards and regulatory compliance
  • Advanced software skills using the Microsoft Office suite (Word, Excel, PowerPoint, Teams, SharePoint, and Outlook); experience using Client and Human Resources Information Systems an asset
  • History of working productively and collaboratively with stakeholders
  • Must have excellent communication skills including excellent negotiation, conflict resolution, interpersonal skills, and be proficient in making presentations and professional business writing

If you are interested in learning more about this opportunity, please apply now by emailing resume to [email protected]. Unfortunately, due to the high volume of applicants, only those individuals chosen for interview will be contacted.