Director of Finance

Bob’s Bookkeepers is an outsourced finance and bookkeeping firm that helps startups and growing businesses build strong financial foundations. Our team combines bookkeeping, financial operations, and strategic guidance to give founders and executives clear insight into their numbers and the confidence to scale.

With more than two decades of experience working with startups and high-growth companies, we act as an extension of our clients’ teams, delivering reliable financial management, data-driven insights, and fractional CFO support across a variety of industries. ( bobsbookkeepers.com )

Role Overview

We are seeking a Director of Finance to join our growing team. This role will lead financial operations for a portfolio of client companies while providing strategic financial insights that help founders and leadership teams make better decisions.

The ideal candidate enjoys working across multiple businesses, solving complex financial problems, and helping companies scale through strong financial infrastructure and reporting.

This is a hybrid role based in Miami with flexibility for remote work.

Key Responsibilities

• Serve as the primary finance lead for a portfolio of startup and growth-stage clients
• Deliver clear financial reporting and insights to founders and leadership teams
• Lead regular financial review meetings and translate financial data into actionable insights
• Support executive decision-making with financial analysis and strategic recommendations
• Build and maintain financial models, forecasts, and budgets
• Monitor key metrics including revenue performance, margins, burn rate, and runway
• Develop reporting dashboards and KPIs to support growth and operational planning
• Assist with investor reporting, board materials, and fundraising preparation

Accounting Oversight

• Oversee monthly close processes and ensure accuracy of financial statements
• Work closely with internal bookkeeping teams managing day-to-day accounting operations
• Ensure compliance with accounting standards and proper financial controls
• Implement and optimize accounting systems and processes as companies scale

Strategic Advisory

• Advise founders on financial strategy, pricing, and operational efficiency
• Help clients build scalable finance processes and internal controls
• Identify opportunities for cost savings, margin improvement, and operational efficiency
• Support due diligence, capital raises, and strategic initiatives

Internal Collaboration

• Partner with the Bob’s Bookkeepers accounting team to deliver high-quality client service
• Help develop internal best practices and scalable financial workflows
• Contribute to improving our outsourced finance and CFO service offerings

Qualifications

• 7+ years of experience in finance, accounting, FP&A, consulting, or advisory
• Experience working with startups or high-growth companies preferred
• Strong financial modeling and analytical skills
• Deep understanding of financial statements and accounting principlesAbility to communicate financial insights clearly to non-financial leaders
• Experience with platforms such as QuickBooks, NetSuite, Xero, or similar
• CPA, CFA, or MBA is a plus but not required

What Makes This Role Unique

• Exposure to multiple startups and industries
• Opportunity to work directly with founders and executive teams
• Combination of finance leadership, strategy, and advisory work
• Fast-paced environment with meaningful client impact
• Hybrid work flexibility in Miami

If you enjoy helping companies build strong financial foundations and want to work closely with founders across a diverse client base, we’d love to hear from you.

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