Heirloom exists to connect people to places and to each other. We design, build, and operate beautiful spaces that redefine what it feels like to travel as a group. With roots in New Orleans and a growing presence in more than a dozen destinations nationwide, Heirloom blends the warmth of hospitality with the power of technology to create unforgettable group travel experiences. Our focus on providing world-class accommodations in premier destinations, combined with a data-driven and tech-enabled operational strategy, has allowed Heirloom to carve out a distinctive position within the luxury short-term rental and property management space.

Overview 

The Offshore Financial Controller serves as a key financial leader responsible for overseeing accounting operations, financial reporting accuracy, internal controls, and process optimization across a multi-market luxury short-term rental platform. This role partners closely with executive leadership to ensure reliable financial data, scalable systems, and strong fiscal discipline as the organization grows. The Controller manages month-end close, cash flow oversight, revenue reconciliation, expense control, and financial performance reporting while driving continuous improvement in accounting workflows and controls. This position requires strategic thinking, ownership mentality, and the ability to lead remote accounting operations in a complex, high-volume hospitality environment.

Essential Functions

• Lead and manage the full month-end and year-end close process
• Maintain client relationship through responding to financial questions
• Oversee cash flow management, forecasting, and working capital planning
• Review and approve revenue, expense, and balance sheet reconciliations
• Oversee payroll processing controls and financial impact review
• Develop and implement financial controls, policies, and accounting procedures
• Partner with executive leadership on financial strategy and performance analysis
• Assist in tax planning and coordinate annual tax preparation with external advisors
• Ensure compliance with U.S. GAAP (or applicable standards) and regulatory requirements
• Lead accounting system optimization initiatives
• Design and improve scalable finance processes for a large property portfolio
• Ensure financial reporting infrastructure supports operational growth
• Oversee onboarding of new properties from a financial systems perspective
• Ensure records meet audit, investor, and regulatory standards

Qualifications

• Bachelor’s degree in Accounting, Finance, or related field (CPA or equivalent certification strongly preferred)
• 7–10+ years of progressive accounting and finance experience
• 3+ years in a senior accounting leadership or controller-level role
• Experience supporting U.S.-based companies required
• Experience in hospitality, short-term rental, real estate, or multi-entity environments strongly preferred
• Strong command of U.S. GAAP and internal control principles
• Advanced expertise in Sage Intacct or similar accounting systems
• Advanced Excel proficiency, including financial modeling and variance analysis
• Experience leading full month-end and year-end close processes
• Experience managing cash flow forecasting and working capital planning
• Experience overseeing multi-state sales tax compliance
• Experience coordinating annual tax preparation with external advisors
• Familiarity with property management systems (e.g., Guesty or similar) a plus
• Demonstrated ability to design and improve scalable finance processes
• Strong written and verbal English communication skills
• Ability to maintain consistent overlap with U.S. business hours
• Demonstrated leadership, ownership, and strategic financial thinking
• High level of discretion, accountability, and executive-level partnership capability