Accounting Director; HOA​/Hospitality

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 ~65 clients across a diverse range of industries. We recently reached $5M of contracted ARR and are growing rapidly (over 150% MRR growth YTD).

Howard Financial is seeking an experienced Accounting Director to lead financial operations across our HOA and hospitality portfolio in Miami. This role demands a sophisticated professional who thrives on solving complex accounting challenges while building lasting client relationships. You'll serve as the principal financial advisor to diverse clients—from community associations to hospitality entities—providing executive-level oversight, strategic guidance, and operational excellence. Leading multiple senior-level teams, you'll stabilize accounting functions, enhance reporting accuracy, and drive continuous improvement through process optimization and technology integration.

This position offers the unique opportunity to apply deep technical expertise in fund accounting, trust management, and HOA financial structures while mentoring high-performing teams and presenting strategic insights to executive leadership and board members.

• 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

$100,000 - $150,000

Competitive quarterly bonuses and uncapped upside as you grow the industry vertical.

• Paid time off such as PTO, sick days, and vacation days