Chief Financial Officer - C$150,000 - C$300,000 A Year

Industry: Hospitality (Multi-Property Portfolio) & Real Estate DevelopmentLocation: Whitby, ONReports To: Chief Executive Officer (CEO)Position OverviewThe 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 Responsibilities1. Strategic Financial LeadershipDevelop and execute financial strategy aligned with organizational growth and expansion objectivesServe as a key advisor to the CEO on capital allocation, ROI optimization, and long‐term planningLead financial forecasting and modeling (short‐ and long‐term, including 5–10 year projections)Support acquisitions, new developments, and phased property openings2. Multi‐Property & Hospitality Operations FinanceOversee financial performance across all hospitality assets using USALI standardsMonitor and optimize key metrics including ADR, RevPAR, occupancy, GOP, and EBITDAStandardize financial reporting, KPIs, and dashboards across all propertiesPartner with operations teams to improve margins and drive cost efficienciesImplement cost control frameworks (labour ratios, COGS, departmental profitability)3. Real Estate Development & Project FinanceLead financial structuring of development projects, renovations, and repositioning initiativesManage development budgets, capital expenditures, and lender reportingConduct feasibility studies and sensitivity analyses (occupancy, ADR, cost variables)Collaborate with construction, design, and project management teamsEnsure projects are delivered on budget and aligned with pro forma returns4. Capital Markets & FundraisingLead 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 growthBuild and manage relationships with banks, private lenders, institutional investors, and capital partnersOwn investor relations, including:Investor communications and reportingQuarterly performance updatesReturn metrics (IRR, equity multiples)Support structuring and scaling of investment vehicles and partnership models5. Treasury & Cash Flow ManagementOversee cash flow, liquidity, and working capital across multiple entitiesOptimize capital allocation and debt servicing strategiesManage intercompany transactions and fund flows between operating, development, and investment entities6. Financial Reporting, Compliance & ControlsEnsure accurate, timely financial reporting (monthly, quarterly, annual)Maintain compliance with accounting standards (ASPE/IFRS), tax regulations, and industry requirementsOversee audits, internal controls, and risk management frameworksLiaise with external auditors, financial institutions, and stakeholders7. Systems, Data & Process OptimizationImplement and scale financial systems (ERP, PMS, accounting platforms)Build integrated financial infrastructure and real‐time reporting dashboardsEstablish standardized processes for budgeting, forecasting, and reportingDrive automation, data accuracy, and operational efficiency8. Team Leadership & Cross‐Functional PartnershipBuild and lead a high‐performing finance team (controllers, property accountants, FP&A)Establish SOPs for financial operations and reporting cyclesPartner with operations, sales, and development teams to drive accountability and performanceFoster a culture of financial discipline and continuous improvementKey Performance Indicators (KPIs)EBITDA and GOP margin performanceAccuracy of forecasts vs. actual resultsDevelopment projects delivered within budget (±5%)Cash flow stability and liquidity metricsDebt service coverage ratios (DSCR)Investor return metrics (IRR, equity multiples)Success of capital raising and funding initiativesExperience10+ years of progressive finance leadership experience (CFO, VP Finance, or equivalent)Strong hospitality experience (hotels, resorts, or multi‐property operations)Proven experience in investor relations and capital raising / fundraisingDemonstrated success managing multi‐entity or multi‐property financial operationsExperience in real estate development, project finance, and structured financingTechnical SkillsDeep understanding of hospitality KPIs (ADR, RevPAR, occupancy, etc.)Advanced financial modeling, forecasting, and investment analysisExperience with ERP systems, PMS platforms, and financial reporting toolsStrong knowledge of accounting standards (IFRS/ASPE) and regulatory complianceLeadership & AttributesStrategic thinker with strong business and investment acumenHands‐on leader comfortable operating at both strategic and operational levelsExcellent communication and stakeholder management skillsHigh level of integrity, accountability, and attention to detailPreferredCPA, CFA, or equivalent designationExperience in high‐growth or private equity‐backed environmentsBackground in acquisitions, integrations, or portfolio expansionCompensation & BenefitsBase Salary: $150,000 – $190,000Performance Bonus: 10–40%+ (tied to growth, capital raising, and financial performance)Total Compensation: ~$190,000 – $300,000+Long‐term incentives (phantom equity / profit sharing)Comprehensive benefits packageWhy Join Us?Step into a true CFO role with ownership over strategy, capital, and growthLead fundraising, investor relationships, and deal executionBuild and lead finance across a growing hospitality and development platformWork directly with ownership on strategy, capital, and expansionJoin a high‐growth environment with strong upside potentialCottage Dream Vacations is committed to an inclusive, barrier‐free recruitment and selection process. 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