We are seeking an experienced Regional Controller to lead the accounting and financial reporting operations for a rapidly growing vacation rental and hospitality management company overseeing luxury vacation homes along Florida's Gulf Coast. This is a high-impact leadership role for a hands-on accounting professional who thrives in a fast-paced, high-growth environment and enjoys partnering with operations to drive financial excellence.
Reporting to the Chief Operating Officer, with a functional reporting relationship to the Corporate Controller, you will oversee regional accounting operations, financial reporting, internal controls, budgeting, forecasting, cash management, and process improvements while leading a high-performing accounting team.
- 401(k) Retirement Plan
- Paid Time Off & Paid Holidays
- Professional Development Opportunities
- Career Advancement within a Growing Organization
Key Responsibilities
- Lead the monthly close process and ensure timely, accurate financial reporting
- Maintain compliance with U.S. GAAP, internal accounting policies, and internal controls
- Oversee balance sheet reconciliations and financial statement accuracy
- Manage cash flow, liquidity, and operating cash across multiple business lines
- Present monthly financial results to executive leadership
- Support external audits and provide financial analysis as needed
Operational & Strategic Finance
- Partner with operations and corporate finance on budgeting, forecasting, and financial planning
- Analyze budget variances and provide actionable recommendations
- Improve accounting processes, internal controls, and operational efficiencies
- Develop and maintain standardized accounting procedures (SOPs)
- Support acquisitions, system implementations, and business integrations
Systems & Technology
- Manage integrations between ERP and Property Management Systems
- Ensure financial data integrity across accounting and operational platforms
- Support financial technology initiatives and process automation
- Utilize Sage Intacct, property management software, banking integrations, and expense management systems
Leadership
- Lead, mentor, and develop the regional accounting team
- Oversee Assistant Controller and accounting staff
- Foster accountability, collaboration, and continuous improvement
- Support cross-training and succession planning within the department
Property Management & Owner Accounting
- Oversee owner accounting, owner statements, settlements, and distributions
- Ensure accurate recording of revenue, owner balances, guest deposits, and trust accounting transactions
- Monitor reconciliation of property management and accounting systems
- Ensure timely resolution of outstanding accounting issues
Qualifications
- Bachelor's degree in Accounting, Finance, or a related field required
- MBA and/or CPA designation strongly preferred
- 5–7+ years of Controller or senior accounting leadership experience
- Strong knowledge of U.S. GAAP and financial reporting requirements
- Proven experience leading accounting teams in a multi-entity or multi-location organization
- Experience strengthening internal controls and improving accounting processes
- Strong financial planning, budgeting, forecasting, and variance analysis experience
- Advanced Microsoft Excel and Microsoft 365 proficiency
- Experience with Sage Intacct or similar ERP systems preferred
- Experience with property management systems (Track PMS preferred) is a plus
- Owner accounting, trust accounting, and vacation rental or hospitality industry experience highly preferred
- Experience in private equity-backed, hospitality, travel, property management, or high-growth organizations is strongly preferred
- Excellent leadership, communication, organizational, and analytical skills
- Ability to travel approximately 10–15% as business needs require