Controller

Overview

The Squires Group (TSGi) is an award-winning IT and professional services firm supporting federal and commercial clients nationwide. For nearly 30 years, we have built our reputation on exceptional service, strong client relationships, and a culture that values integrity, accountability, collaboration, and results.

We are seeking an experienced, strategic, and hands-on Controller to own and execute all aspects of the company's accounting and finance operations. This position serves as a key member of the leadership team and partners directly with the CEO, COO, and senior management to provide financial guidance, ensure regulatory compliance, and support the continued growth of the organization.

While this position is remote, candidates within reasonable proximity to Annapolis, Maryland are strongly preferred to support periodic in-person meetings and business needs.

The Controller is responsible for the overall management of the Finance and Accounting function, including financial reporting, budgeting, forecasting, cash management, payroll oversight, benefits accounting, government contract compliance, timekeeping compliance, audits, banking relationships, and strategic financial planning.

This role requires a leader who can balance high-level strategy with day-to-day execution. The successful candidate will bring deep government contracting expertise, strong cost accounting experience, exceptional leadership skills, and a proven ability to implement best practices while maintaining a compliant, audit-ready environment.

As the senior financial leader, the Controller will be ultimately responsible for the integrity of the company's accounting records, financial reporting, labor charging, and timekeeping practices.

Responsibilities

• Own and execute all accounting and finance operations, including GL, AP, AR, payroll, cash management, financial reporting, budgeting, forecasting, and close processes.
• Prepare and maintain accurate, timely financial statements, management reports, executive dashboards, forecasts, projections, cash flow reports, and ad hoc analyses.
• Manage the company’s cash flow, banking relationships, lines of credit, liquidity planning, and related financial agreements.
• Serve as the internal subject matter expert for government contract accounting, DCAA compliance, FAR requirements, incurred cost submissions, audits, and cost accounting practices.
• Oversee timekeeping, labor charging, labor distribution, indirect cost management, and audit-ready documentation to ensure compliance with government contracting standards.
• Strengthen accounting policies, procedures, internal controls, systems, and reporting tools, including Deltek Costpoint and related platforms.
• Provide strategic financial guidance to executive leadership, including insights on performance, compliance risks, regulatory changes, and business planning.
• Lead, mentor, and develop accounting and finance staff while fostering accountability, collaboration, continuous improvement, and operational excellence.
• Coordinate with external partners, including auditors, tax advisors, banking institutions, payroll providers, insurance brokers, benefits vendors, legal counsel, and outside accounting firms.

Qualifications

• Bachelor's Degree in Accounting, Finance, or related field.
• Minimum of 15 years of progressive accounting and finance experience.
• Proven ability to operate independently as a senior hands-on accounting and finance leader in a small-to-mid-sized business environment
• Significant experience in government contracting environments.
• Deep understanding of DCAA regulations, FAR requirements, government contract accounting, and cost accounting principles.
• Expert-level experience with Deltek Costpoint.
• Proven experience managing monthly and annual financial close processes.
• Strong financial reporting, forecasting, budgeting, and cash management experience.
• Experience supporting DCAA audits, incurred cost submissions, and compliance reviews.
• Strong understanding of labor distribution, timekeeping compliance, and government contractor accounting requirements.
• Experience negotiating banking relationships, lines of credit, and vendor agreements.
• Excellent communication, ownership, judgement, and relationship management skills.
• Ability to work both strategically and operationally in a fast-paced environment.
• Flexibility to meet business needs typical of a senior leadership position.

Preferred Qualifications

• CPA strongly preferred.
• Experience with Impromptu reporting tools or similar reporting platforms.
• Experience scaling accounting operations in a growing small-to-mid-sized business.
• Experience supporting professional services, staffing, or government contracting organizations.
• Established network of industry relationships, including auditors, government contract accounting professionals, financial institutions, and compliance resources.
• Experience serving as a 401(k) Plan Administrator

Why Join TSGi?

• Work directly with executive leadership and influence company strategy.
• Play a critical role in shaping the financial future of a respected government services firm.
• Join a collaborative, entrepreneurial organization where your expertise and leadership make an immediate impact.
• Competitive compensation and benefits package.
• Remote flexibility with strong leadership visibility.

The Squires Group is an Equal Opportunity Employer.

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