Associate Director

About Howard Financial
Howard Financial is a tech-forward outsourced accounting and finance firm that partners with growing companies across Vacation Rental Hospitality Consumer & E-Commerce and Development & Real Estate. We combine deep industry expertise with modern tools to give our clients the financial clarity they need to scale.

The Role
Were looking for an Associate Director to help lead the accounting function for our Vacation Rental portfolio. Reporting to the Accounting Director youll own financial reporting for a group of client engagements lead and develop a team of senior accountants and accountants and serve as a trusted point of contact for client leadership. This role suits someone who is ready to step into broader leadership has worked in fast-paced investor-backed environments and enjoys building scalable processes as much as delivering results.

What Youll Do

• Manage month-end and year-end close for an assigned portfolio of vacation rental clients reviewing work and ensuring accurate timely financial statements.
• Lead mentor and develop a team of senior accountants and accountants providing day-to-day guidance and quality review.
• Serve as the primary point of contact for client finance and operations leaders presenting monthly results and translating numbers into operational insights.
• Oversee trust accounting owner statements and reconciliations specific to vacation rental and property management operations.
• Prepare and review investor and management reporting packages including VR-specific KPIs such as RevPAR occupancy ADR and owner payouts.
• Identify and implement improvements to close processes internal controls and accounting policies in partnership with the Accounting Director.
• Support audits tax coordination due diligence and integration work as clients grow through acquisition.
• Collaborate with Howards FP&A and advisory teams on budgeting forecasting and cash management.
• Champion the adoption of technology and automation across the accounting stack.

What Were Looking For

• 6 years of progressive accounting experience including 2 years leading or reviewing the work of others (Senior Accountant Controller or Accounting Manager).
• Strong command of US GAAP and accrual accounting.
• Experience in vacation rental property management or hospitality accounting.
• Proven ability to manage multiple entities or client engagements at once.
• Clear confident communication with client executives owners and internal leadership.
• Hands-on experience with accounting systems such as QuickBooks Online Xero NetSuite or Sage Intacct plus PMS integrations like Guesty Track Streamline or Escapia.
• CPA or equivalent certification preferred or actively pursuing.

Highly Preferred

• Experience at a private equitybacked company including investor reporting lender covenants or roll-up integrations.
• Background in an outsourced accounting fractional CFO or advisory firm managing several client relationships at the same time.

Why Howard

• Competitive compensation aligned with experience.
• Fully remote flexible work environment.
• Exposure to diverse high-growth companies in a niche industry.
• A clear growth path toward Director-level leadership in a growing tech-forward firm.