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.

Located in Etobicoke
Salary is between $65k – $75k


  • Ensure that effective accounting and financial control practices and procedures are in place and that they are consistent with best industry practices and generally accepted corporate accounting and financial control policies and procedures.
  • Support and manage the continuous improvement of business and financial accounting processes and related controls and provide recommendations for procedural improvements. 
  • Act as a technical accounting expert, support the day-to-day needs of the operational team, and perform all operational accounting functions. 
  • Analyze and present meaningful financial information to senior management, as required. 
  • Assist with preparing and maintaining project job costing budgets, project budget vs. actual cost monitoring, and project funding.
  • File tax returns and handle all tax-related matters for all entities.  Cooperate with senior management, and all external accountants, tax planning consultants and government agencies in the preparation of monthly and annual financial statements.
  • Assist in managing the short- and long-term cash management and cash flow projections, in conjunction with senior management and various banking institutions.  
  • Attend meetings with clients and/or senior management and present financial reports/ information as required.
  • Perform general contract management including insuring that all contracts and agreements are fully complete and correct prior to execution.
  • Administer and implement processes and procedures to ensure compliance with the Construction Act, including Prompt Payment Legislation.  
  • Ensure all accounting records are accurate, current and prepared in compliance with corporate policies and GAAP.
  • Perform the accounting functions for all entities including accounts payable, accounts receivable, vendor and trade partner payment processing, bank reconciliations, and credit card processing.
  • Assist senior management in performing senior level accounting functions such as revenue accounting, general ledger, financial statement preparation and analysis, management information preparation, budgeting, forecasting and planning.
  • Assist in maintaining all accounting records and complete the required accounting functions including remittances for government or other controlling bodies such as but not limited to T4, HST, Source Deductions, WSIB, EHT, Union reports and payments etc.
  • Analyze and ensure the accurate collection, preparation and integrity of accounting/financial data including invoices, billings, and vendor contracts.
  • Issue Notices of Non-Payment, Notices of Partial-Payment, Notice of Incomplete Invoice, Notice of Rejection of Invoice, all in accordance with the requirements of Prompt Payment Legislation. 
  • Produce and manage purchase orders, change orders, contract reconciliation, and trade and supplier payments.  Monitor and report contract statutory holdbacks, maintenance and deficiency holdbacks to mitigate financial exposure to trades and suppliers.
  • Process employee payroll timesheets, tracking employee vacation entitlements, and tracking employee expense reports, gas mileage, etc. 
  • Manage and report on all property operating costs, together with the required payment recovery and payment to any trades and suppliers.
  • Assist in managing, monitoring, reporting and maintaining the required financial records for all residential new sales, statement of adjustments, closing documents, deposits, extras to contract, upgrade and décor charges, sales commissions, revenues and profits.
  • Communicate with vendors and trade partners effectively and in a timely fashion. 
  • Manage all filing of accounting department including contracts, invoices, payments, close out documents, etc. 
  • And/or any other duties or responsibilities as may be assigned by the Employer.

How to Apply

We would like to thank all applicants for your interest in working as part of our team. Only those applicants selected to move forward in the recruitment process will be contacted. If you’re interested, email your resume to 

Senior Property Accountant

Etobicoke, Ontario

$90,000- $110,000



  • Ensure tenant/client satisfaction through accurate account invoicing, maintenance contract negotiation and preparation.
  • Supervise property accounting staff and property manager to ensure an exceptional level of tenant service and property/asset management. 
  • Maintain all financial records and appropriate ledgers for commercial/retail properties.
  • Manage cash flow.
  • Prepare monthly and annual financial statements for senior management’s review. 
  • Attend meetings with clients and senior management, as required.
  • Present financial reports and related information, as required.
  • Ensure that all commercial/retail premises, equipment, vehicles and business risks are adequately insured. 
  • Compare, negotiate, and provide recommendations for insurance coverage to senior management. 
  • Ensure that effective accounting/financial controls and procedures are in place.
  • Accurately prepare and file tax returns for all related corporate entities on time.
  • Manage all tax-related matters for commercial/retail/residential rental properties.
  • Ensure accuracy of all accounting records.
  • Ensure full compliance with GAAP and ASPE policies and practices. 
  • Effectively manage all accounting functions including A/P, A/R, revenue accounting, general ledger, financial statement preparation and analysis, information preparation, budgeting, forecasting and planning for commercial/retail properties.
  • Analyze and ensure the accurate collection, preparation and integrity of accounting/financial data including invoices, billings, bad debt, vendor contracts, hold backs, receivables etc.
  • Work closely with senior management and consultants to analyze, monitor, and improve financial controls.
  • Coordinate and work in partnership with other senior financial staff and support staff.
  • Assist in the preparation of real estate development and construction project budgets and compare budget with actual costs on a monthly basis.
  • Develop annual operating budgets in concert with senior management. 
  • Prepare regular budget progress reports.
  • Keep senior management fully informed with respect to operational results and cash flow.
  • Provide financial information and analysis to support decision-making and make recommendations. 
  • Ensure effective lease management including but not limited to managing AP/AR, insurance, property management and maintenance contracts. 
  • Monitor equipment rentals/leases and maintenance contracts and negotiate contract renewals.
  • Ensure full compliance with WSIB and related legislation. Be aware of updates to legislation and inform senior management.
  • Ensure full compliance with the Construction Act and related legislation. Be aware of updates to legislation and inform senior management.
  • Review agreements of purchase and sale related to new or prospective commercial/retail properties, manage seller/purchaser obligations to ensure compliance. 
  • Prepare letters and correspondence for tenants, consultants, clients, and senior management.
  • Recommend cost saving measures. 
  • Review and cost coding of incoming invoices for accuracy prior to distributing to accounting support staff. 
  • Proactively and effectively respond to client/consultant concerns and requests. 

The ideal candidate will:

  • Be proactive and self-driven.
  • Be flexible and adaptive to change and willing to take on new challenges.
  • Be highly organized and methodical.
  • Possess superior oral and written communication and interpersonal skills.
  • Work effectively within a group environment or independently.
  • Possess high standards for personal integrity and ethics.
  • Possess excellent analytical skills.


  • CGA, CMA, CA, or CPA accounting designation or significant experience in property management and accounting. 
  • A minimum of 5 years property management experience and specifically financial management. 
  • Advanced to expert computer and software skills and specifically Sage 300 Construction and Real Estate (formerly known as Timberline), MSWord and MSExcel. 
  • Knowledge of Yardi is an asset. 
  • Knowledge of construction job costing, construction progress draws, the Construction Act and property accounting/management is required.

How to Apply

We would like to thank all applicants for your interest in working as part of our team. Only those applicants selected to move forward in the recruitment process will be contacted. If you’re interested, email your resume to 

Senior Project Accountant

North York, ON – hybrid with 3 days a week in the office

$95,000-$110,000 base plus bonus and excellent profit-sharing piece

Our client is a growing real estate company looking for a Senior Project Accountant to join their Toronto accounting team. This is a new position, offering someone who has either been working in development accounting or project accounting, the opportunity to carve out a new position in the company.

The Senior Development Accountant will focus on project accounting, construction draws, planning, and dealing with internal/external stakeholders to ensure reporting flows well between accounting/finance and operations. The candidate will have the flexibility to work remotely permanently.

Our client offers a competitive compensation package with excellent benefits and wellness programs. As an industry leader in real estate, the Senior Development Accountant will enjoy being a part of a progressive, world-class work environment.


  • Day to day full cycle accounting function of assigned corporate entities including bank reconciliations, account reconciliations and HST returns
  • Prepare equity and debt draws for project ownership entities, partnerships, and joint ventures consistent with their respective legal structures, and in coordination with cost consultants and construction lenders
  • Communicate and engage with investment partners on accounting inquiries and statements
  • Provide financial analysis of projects and operations to the internal executive team, with a goal to seek improvements and compliance with project goals
  • Prepare monthly reports on projects to be distributed to investors, partners, and lenders
  • Monitor and manage the invoice payables of projects, while reconciling with the contracts to ensure accurate, consistent procedure and payment
  • Conduct and manage with the team reconciliation of project accounts and reporting to external accounting firms for year-end filings
  • Review monthly cost consultant reports and compare to accounting records
  • Drive schedules on reporting requirements, budgeting, and investor reporting
  • Monitor budgets and project performance, providing monthly budgeting forecasts
  • Oversee and review work of junior project accountants with a goal to develop and mentor
  • Prepare construction draw packages
  • Verify and approve statement of adjustments, prepare, and post interim occupancy closing and final closing entries


  • Bachelor’s degree in applicable field
  • CPA designation or final stages
  • Minimum 2-4 years of relevant work experience in the real estate development industry
  • Strong working knowledge of accounting principles, practices and their application in real estate
  • Strong skills and experience with Excel (i.e. modelling, data analysis, presentation)
  • Superb interpersonal skills, with abilities to clearly communicate technical concepts and best practices
  • Sound understand and experience of a construction draw process
  • Excellent team player with the ability to work independently

How to Apply

If you would like to find out more about the role, please apply now. Send your resume to Unfortunately, due to the high volume of applicants, only those individuals chosen for an interview will be contacted.

Senior Associate – Real Estate Development Investments

Toronto, ON – in-office

$125,000-$140,000 base plus $100,000 bonus and excellent benefits

Our client is a well-established real estate PE firm looking to hire a Senior Associate of Development Investments. This is an excellent role for a an real estate professional who has a strong financial modelling skillset and has participated in underwriting new investment opportunities to acquire land and development residential assets. The client would like an individual who has experience with development projects from acquisition to completion of the development or disposition, taking a proactive role to manage risk and maximize returns. As a senior associate you would be in charge of between 5 and 7 active investments.

Growth and earning potential is unmatched with this company, apply now to find out more.


  • Participate in underwriting new investment opportunities to acquire land and develop residential assets
  • Create the pro forma, assist the VP in coordinating all underwriting and acquisition activities, prepare the Investment Committee memo, present to the Investment Committee and prepare all necessary investor presentations, investment offering documents and legal agreements
  • Oversee the execution of development plans for active development projects from acquisition to completion of the development or disposition taking a proactive and “hands-on” approach to managing risk and maximizing returns on all projects
  • Participate in all key project decisions and critical project management meetings through the entire development life cycle (planning, design, sales, permits, construction and delivery phases) to ensure the project is delivering on time and on budget.
  • Review, critically assess and prepare project cash flows and pro forma financial projections
  • Regularly evaluate market conditions to identify changes that give rise to opportunities to either further maximize returns or mitigate risk.
  • Prepare advanced financial analyses to assist senior management in the evaluation of various real estate decisions at different stages throughout real estate development cycle.
  • Conduct budget-to-actual variance analysis for existing projects; ongoing budget management; in-depth understanding of costs incurred vs. cost to complete. Creating cash flow models, sensitivity tables, rent roll analyses, joint venture waterfall models, and other financial analyses required to evaluate and pursue acquisition opportunities.
  • Review and critically analyze progress draw reports.
  • Perform an active and critical role in the construction financing stage of each project.
  • Maintain project files and follow-up on all necessary correspondence and communications.
  • Prepare and present updated financial projections and executive reports to the executive team.
  • Support and mentor junior team members.


  • Must have a minimum of four years of relevant real estate development experience
  • Minimum of a bachelor’s degree in business / finance, economics, engineering or related field.
  • A strong understanding of the full lifecycle of development from acquisition to approvals, unit sales, financing, construction, home closings and disbursements.
  • Experience conducting financial analysis for development projects using advanced models in MS-Excel.
  • Strong understanding of and ability to interpret, analyze and challenge project budgets and pro formas (experience analyzing financial statements is an asset).
  • Experience developing and maintaining budgets, project pro formas, cash flow projections and financial reports.

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

Development Accountant

North York, Ontario – hybrid 3 days per week in-office

$75,000 – $95,000 base plus bonus, 3 weeks’ vacation, and excellent benefits


Our client is a well-established real estate organization looking to hire a development accountant in this new position for the department. This is an excellent role for an accountant who has worked in development or construction and would like to work for a lovely positive company that really values its employees and has next to no turnover. This Development Accountant will form part of the company’s accounting and finance group, reporting directly to the Controller while working alongside a manager of accounting and other team members. The role is a key member of the accounting team and will be the finance lead on multiple significant low-rise land developments.



  • Preparing, maintaining, and evaluating accounts for portfolio projects from inception to completion and from a costing and revenue perspective
  • Preparing and submitting construction draws to the banks
  • Preparing/reviewing, reconciling, and filing GST/HST return on a monthly basis
  • Preparing/reviewing monthly bank reconciliations
  • Reviewing, reconciling, and recording purchaser’s deposits
  • Issuing cheques for GST/HST, deposit release, VTB payments
  • Working closely with Construction and Land Development team throughout the life cycle of the projects
  • Approving, reconciling, and posting statements of adjustments for residential unit sales
  • Ensuring compliance with company’s policies, processes, and risk management practices
  • Oversee all transactions related to general ledger, accounts payable/receivable
  • Cash management and forecasting
  • Liaise with internal/external stakeholders from various disciplines such as Development and Planning, Sales and Marketing, Construction, Engineering, Legal, Finance, Property Management, etc. to understand budgets including costs to-date and costs to-complete.
  • Provide support in the creation and implementation of standard processes and procedures as they relate to monitoring and reporting for internal and external reporting
  • Ensure all Leasing income, Sales revenue, Operating expenses, and Construction costs are accurately and adequately reflected in the general ledger for use in reports
  • Prepare, and where necessary create, accounting reports based on data in the general ledger for use by other team members in Development, Construction and Finance as well as for Senior Management
  • Monitor financial performance of Projects in Development and advise of variances and their impact to budget
  • Become familiar with project financing arrangements for existing Projects in Development and assist in the preparation of ongoing reporting to lenders



  • Degree or diploma
  • Experience working in development or construction accounting
  • Knowledge of accounting and finance principles and practices, and the analysis and reporting of financial-related reports
  • Knowledge of accounting principles as applied to real estate development, project financing and asset management
  • Proficiency in MS Office, including Word, Excel and Outlook
  • Ability to communicate effectively, both verbally and in writing


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

Associate – Real Estate Investments and Asset Management

$120,000-$140,000 base plus 20%-25% bonus

Toronto, Ontario (hybrid 3 days a week in the office)


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 projects and acquisitions. Our client is seeking a senior analyst or associate who ideally has built initial real estate private equity analysis over the past few years. In addition to acquisitions and asset management, you will engage in fundraising, dela structuring, and corporate initiatives. The company is currently focused on multi-family assets and residential/commercial development. If this new challenge sounds like a fit for you, do not hesitate to apply.



  • Use existing skills to prepare financial models and analysis as part of investment selection and review, financial structuring, as well as overall corporate financial management.
  • Prepare presentations for both internal management decision making and external client and investor engagement.
  • Evaluate properties/investments for potential development directly with the management team.
  • Track and understand ongoing progress of projects, liaising with internal and external parties to ensure project delivery timelines are met.
  • Liaison with internal team members in development and accounting from an asset management perspective to accurately monitor existing holdings and developments, and report both internally and to external investors.
  • Establish, maintain, and engage with industry relationships including advisors, lenders, brokers, legal counsel, planners, and accountants.



  • Must have at least two (2) or more years’ experience in investment banking, real estate investment and/or private equity
  • Undergraduate degree in finance, business or accounting
  • Advanced, high-end MS Office and EXCEL skills
  • Ability to bring institutional quality organization, professionalism and attention to detail to an entrepreneurial environment
  • Possess excellent communication (both written and verbal) and presentation skills


If you are interested in learning more about this opportunity, please send your resume to Unfortunately, due to the high volume of applicants, only those individuals chosen for interview will be contacted.

Director of Capital Markets

Toronto, ON – Hybrid

Very competitive compensation package including base, bonus, and extras

Our client is a growth oriented, Toronto based real estate investment and asset management firm primarily focused on larger scale commercial and residential projects in the Greater Toronto Area.

The Director of Capital Markets is a newly created role and will be an important role in the Company’s platform growth including fund raising, corporate development and product development. This is a broad role with significant responsibility, well suited to an individual with significant fund raising and client management experience, now looking to apply it in a hands-on, entrepreneurial and platform building environment. The company is seeking an individual who can leverage their pre-existing institutional and private client relationships to lead the capital raising initiatives.

With established expertise in capital raising and investment structuring, the incoming Director of Capital Markets will be an instrumental figure in establishing fundraising channels for the various investment mandates being undertaken by our client.


Roles & Responsibilities

  • Build and maintain strong relationships with prospective and current investors, with a focus on Institutional and Family Office segments.
  • Maintain technical knowledge of the company’s offerings to provide the best solutions for investors.
  • Clearly communicate the offerings and assist investors with due diligence questions and investor subscription process, where appropriate from a legal and regulatory perspective.
  • Use CRM software to track business development efforts and progress achieved.
  • Assist in marketing efforts such as creating investor presentations, webinars, and educational materials.
  • Assist in structuring and successfully launching new investment mandates for the investors.
  • Establish, maintain, and engage with industry relationships including advisors, lenders, brokers, legal counsel, and accountants.


Qualifications & Experience

  • +8 years of investment sales experience, with a proven track record in developing and growing Assets Under Management.
  • Intimate understanding of financial products that serve the interests of institutional and high-net-worth investors.
  • Experience with CRM systems that are specific to capital raising/investor relations functions.
  • Experience in the Retail/Financial Advisory Channel is a plus.
  • A self-starter who can manage individual responsibilities and maintain overall awareness of management priorities.
  • Excellent communication skills and ability to work in a team setting.


Our client is passionate about investing, community building, and the collective success of the team and their partners. Compensation is highly competitive and commensurate with experience.  Please apply now if you are interested. Unfortunately, due to the high volume of applicants, only those individuals chosen for an interview will be contacted. Send your resume to

Corporate Controller

Markham, Ontario

$100,000-$115,000 base plus bonus, excellent benefits, and vacation


Our client is a growing Real Estate company in Markham, ON. This company offers great work/life balance and one day work-from-home every week. They are looking for an experienced accounting manager or controller who comes with consolidated financial reporting experience. Ideally you will either have some experience in the hospitality or retail industries. This is a newly created role, reporting to the Vice President and will lead monthly and quarterly reporting along with forecasting and budgeting.



  • Lead monthly and quarterly management reporting by asset
  • Manage quarterly forecasting and yearly budget process
  • Prepare year-end financial statements for annual review and NTR statements
  • Aid in cash flow forecasting
  • Supervise and coach a team of operational accountants
  • Identify opportunities to improve current workflow processes and internal controls including implementation
  • Full and accurate preparation of the monthly/quarterly financial statement identifying and providing guidance on any variances from budget in the preparation of detailed year end working paper files for audit or review purposes
  • Ensure effective management of leases and professional cash flow and asset management working to procedures and standards laid down by company policy
  • Ensure timely and accurate conversion of various systems
  • Ad-hoc special projects



  • CPA Certification
  • 6-8 years of experience
  • Strong EXCEL skills and great communication skills
  • Ideally some supervisory experience


Apply Now

If you are interested in learning more about this opportunity, please send your resume to Unfortunately, due to the high volume of applicants, only those individuals chosen for an interview will be contacted.

Payroll Accountant

Mississauga, ON (in-office at the start, hybrid later)

$65,000 – $70,000 plus bonus and benefits

Our client is a rapidly growing real estate company in Ontario. They are looking for a Payroll Accountant to join the team on a permanent basis. This position offers an excellent opportunity to work in the development/construction field with a dynamic, growing team.

The payroll accountant is responsible for full cycle payroll tasks for unionized and non-unionized staff. These include but are not limited to: processing payroll using Ceridian Dayforce HCM, maintenance of payroll records, and basic bookkeeping activities.


  • Administration of payroll (weekly, bi-weekly, hourly, and salaried employees), including but not limited to processing payroll using Ceridian Dayforce, managing vacation pay, issuing ROEs and T4s, managing employee benefits and investigating and resolving payroll related issues.
  • Filing of government remittances related to payroll including EHT, WSIB, Union Dues
  •  Employee expense management (credit cards, vehicle expense accounts and cost
  •  Prepare deposits and perform daily banking functions
  •  Additional duties may be assigned from time to time


Skills, Knowledge and Abilities:

  •  Minimum 2-3 years relevant work experience
  • Previous experience administering payroll using payroll systems (i.e., Ceridian) and filing of government remittances
  •  Proficiency with Microsoft Office (Word, Excel, and Outlook)
  •  Experience with a developer/builder/construction of single-family homes and/or
    condominiums is preferred


If you would like to find out more about the role, please email Laikyn Victor ( with your resume. Unfortunately, due to the high volume of applicants, only those individuals chosen for an interview will be contacted.

Financial Controller

Downtown Toronto, ON (hybrid)

$100,000-$120,000 base plus discretionary bonus, full health and dental benefits and great time off


Our architecture and engineering client is a leading Canadian studio based in Toronto with a reputation that is worldwide. The firm is recognized for design excellence across a broad range of building types. The company is a leading proponent of sustainable design innovation and is continuously one of Canada’s top employers.


We are seeking an energetic and enthusiastic individual to join their Accounting and Finance team as the new Financial Controller. This is an excellent role that will involve the candidate in various aspects of the finance related activities. The ideal candidate will have excellent verbal and written communication skills, very good organizational skills, and be able to multi-task in a busy office. This is a full-time position. Working hours are from Monday to Friday, 9:00 a.m. – 6:00 p.m. with summer hours and holiday closure.

Key responsibilities:

  • Full financial responsibility for month-end, quarter-end and year-end financial reporting
  • Preparation of monthly financial reporting package for Canada and the US
  • Financial planning including annual budgeting, forecasting and variance analysis
  • Tax and statutory Compliance and Filings
  • Revenue recognition for all active projects
  • Oversee and develop best practices for AP, AR and GL functions
  • Manage and mentor accounting staff
  • Annual audit
  • Process improvement and establish adequate internal controls

Required background:

  • A degree in accounting – (Advanced degree or accounting license preferred)
  • CPA designation required
  • Minimum seven years of professional accounting experience required
  • Advance excel and computer skills
  • BST10 experience is an asset
  • Requires expert knowledge of local statutory financial reporting and local taxes
  • Some experience in working with multi-currency, multi-entity organizations
  • Ability to excel in a team environment and have the confidence to manage people effectively
  • Excellent communication and interpersonal skills
  • “Hands On” work style


How to Apply

We would like to thank all applicants for your interest in working as part of our
team. Only those applicants selected to move forward in the recruitment process
will be contacted. If you’re interested, email your resume to