Head of Administration

ProspectBlue is leading the search for a Head of Administration on behalf of a growing, mission-driven organization operating in a highly regulated, service-oriented environment.

This is a senior leadership role for an experienced, collaborative executive who blends financial rigor, people leadership, and operational partnership . The Head of Administration will oversee Finance, Human Resources, and Administration , helping build scalable systems, strengthen financial planning and analysis, ensure compliance, and support high-performing teams during a period of continued growth.

Key Responsibilities:

Executive Leadership

• Serve as a key member of the executive leadership team, partnering closely with ownership and the President.
• Align financial, people, and administrative strategy with organizational growth and mission objectives.
• Provide data-driven insights to support strategic decision-making.

Financial Leadership & FP&A

• Lead all FP&A functions, managing a team of three plus an outsourced analyst.
• Own annual budgeting, multi-year forecasting, and monthly financial reporting with variance analysis.
• Develop cash-flow models, scenario planning, executive dashboards, and KPIs.
• Maintain and enhance data models related to market share, referrals, placements, and forecasting.
• Oversee accounting operations, internal controls, and billing to government entities and Medicaid.
• Act as liaison to external CPA firms to ensure timely state and federal filings.
• Partner with program leadership to ensure services align with reimbursable requirements.
• Lead risk management, insurance coordination, and administrative compliance.
• Oversee contract engagements and collaborate with outside legal counsel as needed.

Human Resources & People Operations

• Provide strategic leadership for HR and a team of two, covering recruitment, onboarding, and employee relations.
• Oversee talent management, workforce planning, performance management, compensation, and benefits.
• Ensure compliance with state and federal labor laws and policies.
• Support leaders in building a strong, values-aligned culture.
• Ensure HR systems and processes scale effectively with organizational growth.
• Champion professional development and retention initiatives.

Administrative & Office Operations

• Oversee office management and administrative operations across four locations (with a fifth planned).
• Manage a team of six supporting office operations, facilities, IT equipment, and vehicle fleet.
• Improve operational efficiency through systems, reporting, process optimization, and technology adoption (including AI).
• Ensure licensing requirements are met and confidentiality is maintained across client, HR, and finance records.

Reporting Structure:

• Reports to the Chief Strategy & Growth Officer and ownership.

Core Competencies:

• Data-driven and analytical decision-maker
• Collaborative executive partner
• Strong systems thinker with a scalability mindset
• People-centered leader and team developer
• Mission-aligned and values-driven
• High degree of discretion; able to maintain confidentiality and HIPAA compliance
• Proficient with Microsoft Office and related business systems

Qualifications:

• Bachelor’s degree in Finance, Accounting, Business Administration, or related field (MBA and/or CPA preferred).
• 10+ years of progressive leadership experience across finance, HR, and administration.
• Demonstrated FP&A leadership in mid-sized organizations (approximately 50–200 employees).
• Preferred experience in healthcare, behavioral health, social services, or similarly regulated environments.
• Direct experience with government billing and Medicaid strongly preferred.
• Strong background in compliance, audits, and internal controls.
• Proven success building and scaling teams.
• Advanced financial modeling and analytical capabilities.
• Experience in growth-oriented or EOS-style organizations is a plus.