Chief Financial Officer

Overview

This role provides financial leadership for both Assail, Inc. and Assail Federal, Inc., reporting directly to the CEO. It is a hands-on executive position covering financial strategy, day-to-day financial operations, and the development of financial systems, team structure, and internal controls needed to support growth across both entities.

The role is based in Boston, MA and Remote, with travel for leadership, board, investor, and other business meetings as needed.

Responsibilities

• Lead financial strategy, annual planning, budgeting, forecasting, and scenario analysis for both companies.
• Own cash management, runway planning, working capital, banking relationships, and capital allocation.
• Oversee accounting and key finance operations, including the monthly close, payroll coordination, accounts payable and receivable, revenue recognition, and timely financial reporting in partnership with internal staff and external advisers.
• Maintain entity-level and consolidated financial reporting, including appropriate intercompany accounting and cost allocation.
• Build clear reporting for the CEO, board, and investors, translating results, forecast changes, risks, and recommended actions into plain English.
• Track recurring revenue, retention, gross margin, customer acquisition costs, unit economics, and other operating metrics with sales and customer success leadership.
• Support fundraising, investor diligence, financial modeling, capitalization planning, and relationships with investors and financing partners.
• Provide financial oversight for Assail Federal, including contract budgeting, pricing support, project profitability, cost allocation, and coordination with capture and contracts teams on applicable government requirements.
• Establish scalable financial systems, internal controls, purchasing discipline, and financial policies; coordinate tax, audit, insurance, and other financial matters with qualified advisers.
• Build and develop the finance function by selecting internal hires and outside support as the business grows.

Requirements

• Progressive finance leadership experience, including responsibility for financial planning, accounting oversight, cash management, and executive reporting.
• Experience supporting a growing technology or SaaS business, including a practical understanding of recurring revenue models and business economics.
• Experience partnering with CEOs, boards, and investors, with the ability to explain complex financial matters clearly.
• Demonstrated ability to build reliable forecasts, improve financial processes, and implement sound controls in a changing business environment.
• Strong financial modeling and analytical skills, with willingness to work directly in the details.
• Sound judgment, integrity, discretion, and ability to lead collaboratively across commercial and federal operations.

Preferred Qualifications

• Experience with venture-backed companies, fundraising, and investor due diligence.
• Experience with government contracting finance, contract pricing, project accounting, and applicable federal cost and reporting requirements.
• Experience managing multiple legal entities and consolidated reporting.
• A CPA, MBA, or comparable professional experience.

Compensation & Benefits

• Not specified in the provided description.

Location

• Boston, MA and Remote
• Travel for leadership, board, investor, and other business meetings as needed.

Reporting Line & Employment Type

• Reports to: Chief Executive Officer
• Employment type: Full-time