×
Register Here to Apply for Jobs or Post Jobs. X

Chief Financial Officer; CFO

Job in Whitby, Oshawa, Ontario, Canada
Listing for: Cottage Dream Vacations
Full Time position
Listed on 2026-05-14
Job specializations:
  • Finance & Banking
    Financial Manager, CFO
  • Management
    Financial Manager, CFO
Salary/Wage Range or Industry Benchmark: 150000 CAD Yearly CAD 150000.00 YEAR
Job Description & How to Apply Below
Position: Chief Financial Officer (CFO)
Location: Whitby

Industry:  Hospitality (Multi-Property Portfolio) & Real Estate Development

Location:

Whitby, ON

Reports To:

Chief Executive Officer (CEO)

Position Overview
The Chief Financial Officer (CFO) is a senior executive responsible for leading the financial strategy, capital structure, investor relations, and operational financial performance of a growing, vertically integrated hospitality and real estate platform.

This role oversees multi-property hospitality operations, asset management, real estate development, and investment structures. The CFO will act as a strategic partner to the CEO and executive team, driving profitability, ensuring financial discipline, and leading  capital raising, investor engagement, and funding strategies  to support aggressive growth.

The ideal candidate brings  deep hospitality experience , along with a proven track record in  investor relations, fundraising, and capital markets execution .

Key Responsibilities
1. Strategic Financial Leadership

Develop and execute financial strategy aligned with organizational growth and expansion objectives

Serve as a key advisor to the CEO on capital allocation, ROI optimization, and long‑term planning

Lead financial forecasting and modeling (short‑ and long‑term, including 5–10 year projections)

Support acquisitions, new developments, and phased property openings

2. Multi‑Property & Hospitality Operations Finance

Oversee financial performance across all hospitality assets using USALI standards

Monitor and optimize key metrics including ADR, RevPAR, occupancy, GOP, and EBITDA

Standardize financial reporting, KPIs, and dashboards across all properties

Partner with operations teams to improve margins and drive cost efficiencies

Implement cost control frameworks (labour ratios, COGS, departmental profitability)

3. Real Estate Development & Project Finance

Lead financial structuring of development projects, renovations, and repositioning initiatives

Manage development budgets, capital expenditures, and lender reporting

Conduct feasibility studies and sensitivity analyses (occupancy, ADR, cost variables)

Collaborate with construction, design, and project management teams

Ensure projects are delivered on budget and aligned with pro forma returns

4. Capital Markets & Fundraising

Lead all  capital raising activities , including debt and equity financing (senior, mezzanine, LP/GP structures, syndications)

Develop and execute  fundraising strategies  to support acquisitions, developments, and platform growth

Build and manage relationships with  banks, private lenders, institutional investors, and capital partners

Own investor relations, including:

Investor communications and reporting

Quarterly performance updates

Return metrics (IRR, equity multiples)

Support structuring and scaling of  investment vehicles and partnership models

5. Treasury & Cash Flow Management

Oversee cash flow, liquidity, and working capital across multiple entities

Optimize capital allocation and debt servicing strategies

Manage intercompany transactions and fund flows between operating, development, and investment entities

6. Financial Reporting, Compliance & Controls

Ensure accurate, timely financial reporting (monthly, quarterly, annual)

Maintain compliance with accounting standards (ASPE/IFRS), tax regulations, and industry requirements

Oversee audits, internal controls, and risk management frameworks

Liaise with external auditors, financial institutions, and stakeholders

7. Systems, Data & Process Optimization

Implement and scale financial systems (ERP, PMS, accounting platforms)

Build integrated financial infrastructure and real‑time reporting dashboards

Establish standardized processes for budgeting, forecasting, and reporting

Drive automation, data accuracy, and operational efficiency

8. Team Leadership & Cross‑Functional Partnership

Build and lead a high‑performing finance team (controllers, property accountants, FP&A)

Establish SOPs for financial operations and reporting cycles

Partner with operations, sales, and development teams to drive accountability and performance

Foster a culture of financial discipline and continuous improvement

Key Performance Indicators (KPIs)

EBITDA and GOP margin performance

Accura…
Note that applications are not being accepted from your jurisdiction for this job currently via this jobsite. Candidate preferences are the decision of the Employer or Recruiting Agent, and are controlled by them alone.
To Search, View & Apply for jobs on this site that accept applications from your location or country, tap here to make a Search:
 
 
 
Search for further Jobs Here:
(Try combinations for better Results! Or enter less keywords for broader Results)
Location
Increase/decrease your Search Radius (miles)
0
200
Filters
Education Level
Experience Level (years)
Posted in last:
Salary