AssuranceAmerica Executive and Leadership Team

October, 2026

Leadership Overview

AssuranceAmerica has 9 executives leading key functions including strategy, operations, financial management, and information technology.

Focused on providing accessible non-standard auto insurance, AssuranceAmerica delivers essential coverage solutions to drivers across the United States while maintaining a commitment to affordable protection and reliable agent partnerships.

Leadership Roles at AssuranceAmerica

  • Chief Executive Officer - Scott Pitrone
  • Chief Executive Officer & Co-Founder & Group of Assuranceamerica Board Member - Joseph Skruck
  • Chief Financial Officer - Jay Rine
  • Vice President & Chief Financial Officer - Daniel Scruggs
  • Chief Financial Officer & Board Member - Edward Heys
  • Chief Operating Officer - Sid Jain
  • President of Commercial Auto - Elijah Haughawout
  • Chief Information Officer - Ralph Gravelle
  • Senior VP & Chief Information Officer - David Anthony
  • Scott Pitrone - Chief Executive Officer

    Scott Pitrone, the Chief Executive Officer at AssuranceAmerica, directs the overarching corporate strategy and long-term vision for the organization. Pitrone manages the expansion of non-standard auto insurance offerings across regional markets, ensuring that the company maintains a competitive edge in the insurance sector. By aligning operational goals with the needs of policyholders, the Chief Executive Officer fosters growth and stability across all subsidiaries. Scott Pitrone monitors market trends to refine the product portfolio, while simultaneously collaborating with the board to optimize capital allocation. This leadership approach ensures that the company remains responsive to the evolving demands of drivers who require affordable coverage. Through rigorous oversight of organizational performance, the Chief Executive Officer drives the mission of providing accessible insurance solutions, ultimately securing the financial health and market reputation of the firm.
    Scott Pitrone

    Joseph Skruck - Chief Executive Officer & Co-Founder & Group of Assuranceamerica Board Member

    Joseph Skruck, the Chief Executive Officer & Co-Founder & Group of Assuranceamerica Board Member at AssuranceAmerica, architects the foundational principles and strategic direction of the enterprise. Skruck oversees the integration of corporate governance with the operational requirements of the insurance subsidiaries, ensuring consistent service delivery. As a board member, the Chief Executive Officer & Co-Founder & Group of Assuranceamerica Board Member evaluates high-level risk management protocols and long-term investment strategies. Joseph Skruck maintains focus on the core mission of delivering non-standard auto insurance to underserved driver segments. By bridging the gap between executive leadership and board-level decision-making, the Chief Executive Officer & Co-Founder & Group of Assuranceamerica Board Member ensures that the company remains agile in a complex regulatory environment. This role involves constant assessment of market opportunities to sustain the company's position as a reliable provider of essential insurance products.

    Jay Rine - Chief Financial Officer

    Jay Rine, the Chief Financial Officer at AssuranceAmerica, directs the financial planning, reporting, and fiscal health of the organization. Rine manages the capital structure and ensures that the company maintains sufficient reserves to support its non-standard auto insurance obligations. The Chief Financial Officer oversees budgeting processes and financial analysis to guide strategic decision-making across all subsidiaries. Jay Rine monitors cash flow and investment performance to ensure long-term sustainability in the insurance industry. By providing accurate financial insights, the Chief Financial Officer enables the leadership team to allocate resources effectively toward growth initiatives. This role involves rigorous oversight of financial controls and compliance with industry regulations. Through the management of fiscal operations, the Chief Financial Officer supports the company's mission of delivering reliable and affordable insurance coverage to a diverse customer base.

    Daniel Scruggs - Vice President & Chief Financial Officer

    Daniel Scruggs, the Vice President & Chief Financial Officer at AssuranceAmerica, manages the tactical financial operations and reporting requirements for the organization. Scruggs oversees the accounting functions and ensures that financial data remains accurate for regulatory filings. The Vice President & Chief Financial Officer monitors the performance of specific insurance products to identify areas for margin improvement. Daniel Scruggs collaborates with other executives to align financial goals with the company's broader mission of providing affordable auto insurance. By analyzing cost structures and revenue streams, the Vice President & Chief Financial Officer supports the development of sustainable pricing models. This role involves maintaining strong relationships with financial partners and ensuring that the company's fiscal policies support its operational objectives. Through diligent financial oversight, Scruggs contributes to the overall stability and growth of the firm.

    Edward Heys - Chief Financial Officer & Board Member

    Edward Heys, the Chief Financial Officer & Board Member at AssuranceAmerica, manages the high-level financial strategy and governance of the company. Heys oversees the long-term financial planning and ensures that the organization meets its fiduciary responsibilities to stakeholders. As a board member, the Chief Financial Officer & Board Member evaluates the impact of strategic decisions on the company's capital position and market standing. Edward Heys monitors the financial health of the various insurance subsidiaries to ensure compliance with industry standards. By providing expert financial guidance, the Chief Financial Officer & Board Member supports the company's mission of delivering affordable auto insurance. This role involves coordinating with the executive team to ensure that financial resources are directed toward the most impactful growth opportunities. Through rigorous oversight, Heys maintains the financial integrity of the firm.
    Edward Heys

    Sid Jain - Chief Operating Officer

    Sid Jain, the Chief Operating Officer at AssuranceAmerica, manages the daily execution of business processes across the company's various insurance subsidiaries. Jain oversees the operational efficiency of the managing general agency, ensuring that workflows support the rapid delivery of non-standard auto insurance policies. The Chief Operating Officer coordinates with regional offices to streamline claims processing and customer service interactions. By implementing scalable operational frameworks, Sid Jain enhances the productivity of the entire organization. This leadership role involves monitoring performance metrics to identify bottlenecks and deploying solutions that improve service speed and accuracy. Through the optimization of internal systems, the Chief Operating Officer supports the company's goal of providing affordable coverage to drivers. Jain maintains a focus on operational excellence, ensuring that all business units function in harmony to meet the demands of the competitive insurance market.

    Elijah Haughawout - President of Commercial Auto

    Elijah Haughawout, the President of Commercial Auto at AssuranceAmerica, directs the growth and operational success of the commercial insurance division. Haughawout oversees the development of specialized coverage products tailored to the needs of commercial clients. The President of Commercial Auto manages the underwriting standards and risk assessment processes for this specific segment. Elijah Haughawout coordinates with agents to expand the company's reach in the commercial auto market, ensuring that the firm provides competitive and affordable solutions. By focusing on the unique requirements of commercial policyholders, the President of Commercial Auto drives revenue growth and market penetration. This role involves monitoring industry trends and adjusting product offerings to maintain a strong competitive position. Through the leadership of the commercial division, Haughawout ensures that the company continues to deliver value to its business customers.

    Ralph Gravelle - Chief Information Officer

    Ralph Gravelle, the Chief Information Officer at AssuranceAmerica, architects the digital infrastructure and technology strategy for the company. Gravelle oversees the development of secure platforms that facilitate the sale and management of non-standard auto insurance policies. The Chief Information Officer manages the integration of data systems across the various subsidiaries to ensure seamless information flow. By prioritizing cybersecurity and system reliability, Ralph Gravelle protects sensitive policyholder data while maintaining high availability for agents. This leadership role involves evaluating emerging technologies to enhance the efficiency of insurance operations and customer interactions. Through the implementation of robust IT solutions, the Chief Information Officer supports the company's ability to provide timely and accurate service. Gravelle drives the digital transformation efforts that allow the organization to remain competitive and responsive in the modern insurance landscape.
    Ralph Gravelle

    David Anthony - Senior VP & Chief Information Officer

    David Anthony, the Senior VP & Chief Information Officer at AssuranceAmerica, directs the strategic deployment of technology to support the company's insurance business model. Anthony oversees the modernization of legacy systems and the adoption of cloud-based tools that improve agent productivity. The Senior VP & Chief Information Officer manages the technical teams responsible for maintaining the stability of the company's policy administration platforms. David Anthony ensures that all technological initiatives align with the goal of providing accessible insurance coverage to drivers. By focusing on data analytics and system integration, the Senior VP & Chief Information Officer enables the organization to make informed decisions based on real-time information. This role involves balancing innovation with the need for operational security. Through the leadership of the IT department, Anthony ensures that the company's digital capabilities remain a core strength.
    David Anthony

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    Frequently Asked Questions Regarding AssuranceAmerica Top Executives and Leadership Team

    Who leads AssuranceAmerica?
    AssuranceAmerica is led by Scott Pitrone (Chief Executive Officer), along with executives such as Joseph Skruck (Chief Executive Officer & Co-Founder & Group of Assuranceamerica Board Member) and Jay Rine (Chief Financial Officer).
    Who is part of AssuranceAmerica’s executive team?
    The executive team of AssuranceAmerica includes leaders such as Scott Pitrone (Chief Executive Officer), Joseph Skruck (Chief Executive Officer & Co-Founder & Group of Assuranceamerica Board Member), Jay Rine (Chief Financial Officer) and other senior executives.
    How many executives does AssuranceAmerica have?
    AssuranceAmerica has 9 executives leading key business areas.
    What roles are included in AssuranceAmerica’s leadership team?
    The leadership team of AssuranceAmerica includes roles such as Chief Executive Officer, Chief Executive Officer & Co-Founder & Group of Assuranceamerica Board Member, Chief Financial Officer, Vice President & Chief Financial Officer, Chief Financial Officer & Board Member.