Director of Accounting - Hospitality

About Howard Financial

Howard Financial is a full-service back-office solution for companies and entities with bookkeeping, payroll, and bespoke reporting needs that require accuracy, timeliness, and institutional-quality reporting without the burden of full-time staff.

We are an experienced team of bookkeepers and administrators with multiple decades of combined experience across industries allowing companies to focus on their core business while we handle the rest.

Founded in 2023, our team of 60 professionals supports ~40 clients across a diverse range of industries. We recently reached $5M of contracted ARR and are growing rapidly (over 150% MRR growth YTD).

We’re looking for an Accounting Director to lead accounting operations across a growing client portfolio, with a focus on hospitality and vacation rental businesses. This person will oversee the accounting team, ensure financial accuracy and compliance, streamline processes, and provide strategic guidance to client leadership teams.

The ideal candidate is a hands-on leader who can balance technical accounting expertise with operational understanding — someone who’s as comfortable reviewing consolidations and financial statements as they are advising clients on optimizing accounting systems or scaling their back-office structure.

• Oversee day-to-day accounting operations for multiple hospitality and vacation rental clients.
• Ensure accurate and timely financial reporting, month-end closings, and reconciliations.
• Lead and mentor a team of accountants and controllers, fostering quality, accountability, and professional growth.
• Develop, document, and optimize accounting processes to support efficiency and scalability.
• Manage client relationships, providing strategic financial insights and recommendations.
• Review and ensure compliance with GAAP and applicable tax and regulatory requirements.
• Coordinate with FP&A and client leadership on budgeting, forecasting, and cash flow management.
• Oversee system integrations, chart of accounts setup, and automation improvements across accounting tools (QuickBooks, NetSuite, etc.).

• Bachelor’s degree in Accounting, Finance, or a related field; CPA preferred.
• 8+ years of progressive experience in accounting, including at least 3 years in a leadership or director-level role.
• Strong understanding of hospitality or property management accounting structures.
• Experience in Vacation Rentals or HOAs (Homeowner Associations) is preferred.
• Proven success in managing multi-entity consolidations and complex reporting environments.
• Excellent communication skills and client-facing experience.
• Proficiency with accounting systems (QuickBooks Online, NetSuite, or similar).

• Opportunity to work with a dynamic and growing financial services firm.
• Collaborative and supportive team culture.
• Exposure to diverse clients and industries.
• Growth opportunities within a scaling organization.