Accounting Director (Hospitality and HOA industry)

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 90 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).

Howard is seeking a strategic and experienced Accounting Director to lead accounting services for a diverse portfolio of HOA, hospitality, trust, and short-term rental clients.

This senior leadership role serves as the primary client partner, ensuring the delivery of exceptional financial oversight, operational stability, and consistent service excellence. The Director will lead Senior Controllers and their teams while advancing process standardization, strengthening internal controls, and leveraging technology and automation to enhance scalability and performance.

• Serve as the principal financial advisor and relationship lead for assigned clients, fostering strong, professional partnerships built on trust and accountability.
• Provide executive-level financial oversight across HOA communities, hospitality entities, trust accounts, and short-term rental portfolios.
• Lead and develop Senior Controllers and accounting teams to ensure accuracy, consistency, and high service standards.
• Stabilize and enhance client accounting operations, ensuring timely and reliable financial reporting.
• Review and approve monthly financial statements, budgets, forecasts, and variance analyses.
• Ensure compliance with GAAP, fund accounting principles, fiduciary standards, and HOA governing documents.
• Present financial results and strategic insights to HOA Boards and client leadership.
• Strengthen internal controls and safeguard operating, reserve, and trust funds.
• Drive continuous improvement through process optimization, automation initiatives, and technology integration.

• Bachelor’s degree in Accounting or Finance (CPA preferred).
• 7+ years of progressive accounting leadership experience.
• Strong HOA and fund accounting experience required.
• Experience with trust accounting and hospitality/ short-term rental/property management accounting required
• Demonstrated success managing senior-level client relationships.
• Proven ability to lead multiple teams within a multi-client service environment.
• Excellent analytical, communication, and executive presentation skills.

• Strategic Client Partnership
• Executive Financial Leadership
• Fund & Trust Accounting Expertise
• Process Improvement & Automation
• Service Excellence & Team Development

At Howard Accounting, we are committed to delivering sophisticated financial services with integrity, precision, and professionalism. The Director of Hospitality plays a critical role in elevating client partnerships, ensuring financial stability, and advancing our service model through innovation and leadership.