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.

Bookkeeper
Concord, Ontario – onsite
$60,000-$75,000, no bonus, but great benefits paid by the company

Our client is a real-estate company based in Concord, Ontario. They are looking for a passionate bookkeeper to join the team on a full-time basis. This position offers an excellent opportunity to work in a company that manages a diverse real estate portfolio while being a key member in the business. The business has been around for several decades and offers excellent work/life balance.

The successful candidate will be a responsible for providing timely and accurate management reporting for commercial and residential real estate.

Responsibilities:

  • Handle day-to-day accounting duties including Accounts Receivable, booking journal entries, banking (including making deposits), reconciling bank accounts and preparation of HST returns;
  • Ensuring accuracy of tenant’s ledger and the timely resolution of receivable or billing differences;
  • Assist Property Management and other departments as requested with providing accurate/timely accounting information;
  • Liaise with property accountants or other counterparts in respect of various accounting, reporting, and property management activities;
  • Provide assistance in dealing with tenant enquiries;
  • Other projects as required.

Requirements:

  • Post-secondary accounting education or equivalent accounting qualification
  • Proficient in Excel, Microsoft Word, and accounting software packages
  • Good communication and relationship building skills – both written and verbal
  • Good attention to detail

How to Apply

We would like to thank all applicants for your interest in working as part of our team. Please send all job applications to [email protected] Only those applicants selected to move forward in the recruitment process will be contacted.

Manager, Investment and Corporate Accounting
Markham, ON – onsite
$100,000-$120,000 base plus discretionary bonus and great benefits

Are you an experienced accounting professional with a passion for investment and corporate accounting? This is your chance to join our client which is a growing family office, working closely with the executives and owners to oversee critical financial operations and lead tax and compliance strategies for their diverse portfolio.

The Role

As the Manager, Investment and Corporate Accounting, you will report to the Director of Finance and play a pivotal role in managing the accounting for the Group’s family office investments and corporate entities. This position requires a highly organized professional with strong technical expertise in investment and corporate accounting.

Key Responsibilities

  • Oversee accounting for the Group’s investment portfolio, including publicly traded securities, derivatives, venture capital, and private equity fund investments across Canada, the US, and globally.
  • Ensure the accurate and timely recording of investment transactions, including capital calls and distributions for private equity funds.
  • Prepare and maintain monthly investment tracking reports.
  • Reconcile accounting records with external investment statements, capital account statements, and transaction histories.
  • Monitor cash positions in brokerage accounts and lines of credit to ensure optimal cash management.
  • Lead tax compliance, reporting, and planning for the investment portfolio in collaboration with external advisors, ensuring compliance with Canadian and US regulations.
  • Assist in preparing and reviewing month-end closings and financial statements for the Group’s corporate entities.
  • Support tax compliance efforts, including the preparation and/or review of corporate tax returns and filings.
  • Collaborate with external accountants to ensure timely completion of year-end audits, serving as the primary liaison for specific corporate entities.
  • Handle ad-hoc tasks and projects as required.

About You

  • Education: Bachelor’s degree in accounting, finance, or a related field. CPA designation preferred; CFA (or in progress) is an asset.
  • Experience: Minimum of 4-5 years’ experience with a solid understanding of private equity investments and their tax implications.
  • Skills: Proficiency in Excel with a proven ability to develop templates and models, along with excellent organizational and communication skills.
  • Attributes: Detail-oriented, proactive, and comfortable collaborating with internal teams and external advisors.

Why Join this company?

This is more than just a role; it’s an opportunity to contribute to a thriving organization while developing your expertise in investment and corporate accounting. You’ll work in a dynamic, collaborative environment that values innovation and excellence.

Interested? If this sounds like the right fit for you, please apply now to Casey La Russa.

Procurement Director – EPCM 
North Ontario (3 hours from Downtown Toronto/2.5 hours from Mississauga)
$200,000 – $220,000 base salary, bonus ($300,000 package equivalent), Benefits, DB Pension, Relocation Package

This massive Engineering company is seeking a Project Procurement Director to lead a dynamic team responsible to complex contract negotiations.  You will be responsible for the strategic development of your department, responsible to developing relationships with key Engineering stakeholders to help them coordinate, negotiate and manage complex contracts with suppliers, and subcontractors.

They are seeking a charismatic leader who can lead an established team and encourage them to deliver a first rate Procurement Service.  

This role is based away from the GTA.  They ideally want their leaders in the office 3 days a week.  They are comfortable with people commuting, or they are prepared to offer relocation support.  This position offers an extremely lucrative package with a strong base salary, strong bonus, excellent benefits and a defined benefits pension, which is extremely rare in today’s market. 

If you are a procurement leader, seeking a new challenge and open to working away from the GTA, there are not many opportunities better than this. 

As the ideal candidate you will have:

  • 8+ years’ progressive Procurement management experience in an Engineering, EPCM or Project Environment
  • Exceptional Leadership skills
  • Exceptional communication skills
  • Excellent relationship building skills
  • An Engineering Degree/MBA or equivalent would be preferred

If you would like to find out more about the role, please email Neil Drew ([email protected]) with your resume. Unfortunately, due to the high volume of applicants, only those individuals chosen for an interview will be contacted. To receive updates on new job postings regularly, follow us on LinkedIn.

Senior Manager in Finance
Located Downtown Toronto (2 days/week in office)
Salary between $130k – $135k plus bonus and great benefits

Our client, a global leader in the health and wellness space, is looking for a Senior Manager in Finance to join their team. Overall, the role is responsible for analyzing profitability and building out new lines of business and the ideal candidate is someone who has extensive experience in financial reporting, FP&A, financial systems and preparing management presentations.

Responsibilities:

  • Assist management with monthly in-depth analysis of P&L accounts.
  • Assist in the development and reporting of financial and non-financial key performance
  • Indicators for functional areas.
  • Provide monthly presentation of business performance versus budget, forecast and prior year.
  • Experience preparing PowerPoint presentations for management and Board of Directors.
  • Assist in the development of budget and forecasting models and be an integral part of the annual budgeting and quarterly re-forecasting processes.
  • Work with operational staff to ensure accurate forecasting assumptions.
  • Develop and provide management with a forecast model (and rolling model) for business performance. Leverage insights gained because of analysis to develop and continually improve
  • driver-based modelling.
  • Produce PowerPoint board slides on financial performance and key performance indicators.
  • Design and develop financial and operational reports sourced from information systems (Workday, Adaptive Insights, Salesforce, Tableau, MS Query etc.)
  • Take leadership roles in finance driven initiatives and projects and report on their status and progress
  • Review and manage various monthly and month-end related journal entriesYear-end audit preparation and support.
  • Provide cost analysis to ensure proper charging of expenses and that internal controls are being adhered to.
  • Provide input for improving the general accounting processes on an on-going basis.Routine and Ad Hoc analysis related to financials impact for various business leads\

Requirements:

  • CPA with 10+ years of relevant experience and a deep understanding of FP&A
  • 5+ years of managing a team 
  • Bachelor’s degree in accounting or finance
  • Outstanding problem-solving skills and able to identify unusual entries, discrepancies or
  • problems, and resolve independently
  • Strong financial modeling skill and ability to manipulate large amounts of data with ease and
  • present clarity to business user.
  • Excellent oral and written communication skills with the ability to effectively communicate across all levels within, as well as outside the organization

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.

Commercial Real Estate Financing Associate
Location: Vancouver, BC or Calgary, AB
Compensation: Competitive base salary plus uncapped commissions and excellent benefits

Are you ready to take your career in commercial real estate finance to the next level? We’re hiring an Associate, Commercial Real Estate Financing to join our dynamic client in Vancouver or Calgary. The office is fully hybrid and will offer unparalleled growth opportunities because the company is focused on Western Canadian expansion and is allocating 50% of its marketing budget to these two provinces (Alberta and BC). This is a role that offers the chance to work on diverse, high-impact transactions while building strong relationships across the real estate industry.

This is a role where you can join at the senior analyst / associate level and within several years move your way up within originations to have your own book of business and be earning $400K+ per year, $600K+ for top performers. Apply now!

Key Responsibilities:

  • Analyze and structure competitive transactions for various mortgage product types, including land loans, construction loans, servicing loans, inventory loans, and term loans.
  • Collaborate with the origination team to prepare high-quality Term Sheets/Deal Summaries for credit and investor approval, contributing to overall profitability.
  • Assist in preparing and issuing Letters of Intent and internal credit applications for new financing opportunities.
  • Build relationships with borrowers, understanding their needs, and ensuring timely, superior customer service to meet funding deadlines.
  • Work closely with underwriting and portfolio management teams to ensure accurate Term Sheets/Deal Summaries for funding transactions.
  • Stay informed about industry trends and proactively identify opportunities for growth and development.
  • Represent the company at industry events, collecting market intelligence and networking to establish a strong brand presence.
  • Conduct research to support market and new client pursuits.

Requirements:

  • Strong analytical and underwriting skills with a focus on real estate finance.
  • Knowledge of various mortgage products and commercial real estate transactions.
  • Preference will be given to individuals with a competitive sports background, but is not mandatory.
  • Exceptional communication and relationship-building abilities.
  • Proficiency in financial modeling and quantitative analysis.

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

Director of Finance
Downtown Toronto, ON (hybrid)
Competitive compensation with excellent benefits – commensurate with experience

Our client is a growing Real Estate development and management company in Toronto, ON. They are looking for an experienced director who is coming from real estate development. This position will support the current CFO and will ultimately move up to lead a significant portion of the business. As it stands now, the position will be very hands-on but will oversee a team of five accountants. Individuals with hands-on Yardi experience will be given preference.

Reporting to the CFO, the Director of Finance will be responsible for oversight of all finance, accounting and analysis for a portfolio of real estate development assets. The Director will aid in all corporate accounting, including yearly reviews and tax planning, and reporting for certain legal entities, assist with financings for new and existing assets and be a key liaison with lenders. The majority of this position will be to lead development accounting for certain key projects, including monthly draw process. The role will provide significant exposure to senior executives and help chart the strategic growth for the organization.

Responsibilities:

  • Prepare financial statements with notes in accordance with accounting standards on a monthly/quarterly/semi-annual/annual basis as per company requirements.
  • Perform cash flow analysis on an individual entity and portfolio basis
  • Perform monthly analysis of hospitality portfolio, including benchmarking
  • Assist in the preparation of detailed year end working paper files for audit or review purposes.
  • Manage and prepare all lender reporting along with internal debt schedules
  • Assist with new and existing financings including review, drafting and negotiations of credit agreements and working with legal counsel
  • Produce portfolio metrics looking for opportunities for improvement of margins
  • Manage banking relationships and assist with wire transfers and cash management
  • Assist in preparing budgets and forecast as required
  • Assist in reviewing due diligence materials, review of asset purchase & sale agreements for the acquisition of hospitality and real estate assets.
  • Lead project accounting and monthly draw process for key projects
  • Work with tax consultants and CFO for tax review and planning for entities
  • Additional duties and responsibilities as required

Requirements:

  • University degree
  • Minimum 6 years of experience
  • Exposure to financing; due diligence; acquisitions/divestitures, project accounting and year-end financials
  • Strong computer skills, specifically in Excel
  • Excellent communication and leadership 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.

Chief Financial Officer
North York, ON – onsite
Competitive compensation package

Are you ready to lead the financial strategy for a growing organization? We’re seeking a results-driven CFO to work closely with the President in shaping the financial vision and streamlining operations. If you thrive in fast-paced environments and have a passion for process improvement and strategic leadership, this is the role for you. We are looking for an individual who can be flexible with longer hours, especially as this role will require some restructuring and overhaul of processes and procedures.

Responsibilities:

  • Develop and implement financial strategies to optimize efficiency and scalability
  • Streamline processes, implement new systems and maintain a strong controls environment
  • Lead and mentor the finance team, ensuring peak performance
  • Collaborate with external partners, including banks, auditors, and consultants
  • Oversee reporting, internal controls, budgeting, and compliance
  • Manage FP&A functions
  • Review the current finance team and hire/fire if needed
  • Other ad hoc responsibilities

Requirements:

  • Bachelor’s degree in business or a related field along with CPA certification
  • Experienced in financial leadership
  • Proven ability to innovate, strategize, and deliver results
  • A natural mentor and leader who can inspire a team
  • Demonstrated success in establishing cooperative working relationships both internally and externally
  • Strong verbal and written communication skills

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

Vice President, Commercial Mortgage Loan Funding
Toronto, ON (hybrid)
Competitive, commensurate with experience

Are you a seasoned professional in commercial mortgage funding with a proven track record of success? Are you ready to step into a leadership role where you’ll drive operational excellence and foster key relationships? We’re seeking a Vice President of Commercial Loan Funding to join a high-performing team in Toronto.

Why This Opportunity?

  • Be a pivotal leader in a thriving organization.
  • Work in a dynamic and fast-paced environment with growth potential.
  • Enjoy a competitive compensation package, including robust benefits and professional development opportunities.

Key Responsibilities:

  • Lead and manage the commercial mortgage loan funding operations, ensuring timely and accurate execution of funding processes.
  • Hire, train and manage a high-performing team, providing guidance, mentorship, and training to drive exceptional performance.
  • Establish and maintain strong relationships with institutional and private investors, ensuring confidence in funding processes and outcomes.
  • Collaborate with underwriting, origination, credit and portfolio management teams to ensure seamless deal execution and adherence to service standards.
  • Monitor and refine funding workflows and quality control measures to enhance efficiency and accuracy.
  • Ensure compliance with all regulatory requirements and company policies.
  • Serve as the primary point of contact for complex funding issues, resolving them with speed and precision.
  • Stay informed on industry trends, competitive practices, and market conditions to inform strategic decisions.

What You’ll Bring:

  • A minimum of 8+ years of experience in commercial mortgage lending or funding, with at least 3–5 years in a senior leadership role.
  • A post-secondary degree in Finance, Business Administration, or a related field.
  • Comprehensive knowledge of commercial real estate lending, funding processes, and risk management.
  • Superior communication and interpersonal skills to build relationships with stakeholders at all levels.
  • Exceptional attention to detail, organizational skills, and the ability to manage multiple priorities in a fast-paced environment.
  • Advanced proficiency in Microsoft Office (Word, Excel, PowerPoint).
  • MBA or CFA designation is an asset but not required.

What Success Looks Like:
You’ll thrive in this role if you’re a natural leader who can balance strategic thinking with hands-on execution. You’re passionate about delivering exceptional results, building high-performing teams, and fostering strong relationships with stakeholders.

How to Apply:
If you’re ready to elevate your career and make an impact in the world of commercial mortgage funding, we’d love to hear from you. Please email your resume to [email protected].

 

Director of Mortgage Underwriting
Toronto, ON – hybrid
High paying with great benefits/bonus

Are you a driven, detail-oriented professional with a passion for commercial mortgage underwriting? We’re on the hunt for a dynamic Director, Underwriting to join a fast-paced and entrepreneurial team and supervise three underwriters. If you’re ready to lead and thrive in a high-energy environment, this role could be your perfect match.

What’s in it for you?

  • Comprehensive extended health benefits
  • Educational assistance for professional development and accreditation
  • RRSP matching program
  • Huge promotional opportunities

What You’ll Be Doing:

  • Managing and developing the Underwriting & Portfolio Management team, including training new hires.
  • Overseeing the underwriting and funding process.
  • Managing resource allocation and prioritizing deals.
  • Ensuring the timely submission of loan applications and funding documents to institutional and private investors.
  • Performing quality control on all loan applications and fundings (you’ll be the second signature).
  • Conducting thorough risk assessments and ensuring consistency.
  • Acting as a key contact for investors, addressing questions, and ensuring timely loan adjudication and funding.
  • Building and maintaining relationships with institutional and private investors.
  • Staying up to date with industry knowledge, competition, and market trends.
  • Collaborating closely with support staff and the executive team.

What You’ll Bring to the Table:

  • A post-secondary degree in Commerce, Business Administration, Economics, or Finance, with a focus on Real Estate or Land Development.
  • 5+ years of related experience in the real estate lending industry.
  • Management and supervision experience required.
  • Exceptional communication skills, both written and verbal, with acute attention to detail.
  • Proven leadership, organizational, and time management skills.
  • Bonus points for an MBA or CFA designation!

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 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.