Chief Administrative Officer

Better Together • Naples, FL

2d • Remote

About The Position

Better Together seeks a Chief Administrative Officer to serve as a key executive leader responsible for building and scaling the organization’s administrative infrastructure across Finance, Human Resources, and Legal in close partnership with functional leaders. This role ensures the organization is equipped with the systems, structure, and discipline required to sustain rapid growth while maintaining excellence, compliance, and accountability. This role reports directly to the Chief Operating Officer. This leader brings order and simplicity by reducing complexity, builds scalable systems, and ensures the organization can grow without breaking. The ideal candidate should have demonstrated leadership, communication and organization skills. He or she should be a self-starter who thrives when challenged and is comfortable working remotely and finding creative solutions.

Requirements

• Bachelor’s degree in Accounting, Finance, or related field required; CPA strongly preferred
• 10+ years of progressive leadership experience in finance and operations, including executive-level responsibility and oversight
• Proven track record of scaling organizations, building systems, and leading through growth and complexity
• Experience overseeing and integrating Finance, HR, Legal, and administrative functions at an organizational level
• Deep expertise in GAAP, financial strategy, forecasting, and board-level financial reporting
• Demonstrated experience partnering with executive leadership and boards, influencing strategy and decision-making
• Strong background in risk management, compliance, and governance, including grant and regulatory environments
• Advanced proficiency in financial systems and tools (e.g., QuickBooks, Salesforce) with a systems-thinking mindset
• Exceptional strategic thinking, analytical, and problem-solving capabilities with a focus on outcomes and scalability
• Proven ability to build, lead, and develop high-performing teams, driving accountability and results
• Thrives in a high-growth, fast-paced environment, bringing structure, clarity, and discipline amid change
• Deep alignment with Better Together’s core values and a passion for mission-driven work

Responsibilities

• Oversee all financial operations, including budgeting, forecasting, financial reporting, and long-term planning
• Ensure strong internal controls, compliance, and audit readiness
• Partner with and oversee finance staff and external partners (accountants, auditors, contractors)
• Provide clear financial insights and reporting to executive leadership and the board
• Ensure responsible stewardship of organizational resources and build scalable financial systems
• Provide financial leadership, training, and support for departmental leaders
• Lead people strategy in partnership with the Senior HR Director to attract, develop, and retain high-impact talent aligned with organizational values and culture
• Provide executive-level guidance to establish and reinforce clear role design, accountability structures, and performance management systems that drive results
• Champion a healthy, high-performing culture through leadership development, coaching, and team engagement
• Ensure HR practices, policies, and compliance frameworks support talent excellence, accountability, and organizational integrity and growth
• Lead legal and risk management strategy, ensuring contracts, compliance oversight, and governance practices protect the organization and support long-term sustainability
• Partner with external legal counsel to proactively address risk, strengthen protections, and align with evolving regulatory requirements
• Establish and maintain clear, well-documented workplace policies and employee agreements with a supporting system that drives consistency, accountability, and compliance
• Identify, assess, and mitigate organizational risks through forward-looking planning and continuous monitoring
• Build and maintain scalable systems and processes across administrative functions
• Ensure processes are clear, documented, and consistently followed by all
• Drive operational efficiency and reduce friction across teams
• Leverage technology and systems to improve visibility and performance
• Partner with leadership to identify and implement technology solutions that enhance cross-functional collaboration and performance
• Establish and maintain clear IT policies, procedures, and user support systems

Benefits

• Medical (99% employer paid, employee only)
• Dental
• Vision
• Life Insurance
• Paid Holidays
• Paid Time off
• Retirement Savings Plan with 50/50 employer match up to 6%

What This Job Offers

• Job Type: Full-time
• Career Level: Executive
• Number of Employees: 1-10 employees