AssuranceAmerica Executive and Leadership Team

September, 2026

Leadership Overview

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

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 for non-standard auto insurance operations. Pitrone architects long-term growth initiatives while overseeing the integration of subsidiary entities like AssuranceAmerica Insurance Company. By aligning executive leadership with market demands, the Chief Executive Officer ensures the organization maintains a competitive edge in the insurance sector. Pitrone monitors performance metrics across regional hubs in Georgia, Florida, and Texas to guarantee operational excellence. This leadership role involves constant collaboration with the Board to refine product offerings and expand market reach. Through rigorous oversight of underwriting standards and claims processing efficiency, Scott Pitrone drives the company toward sustainable profitability. The Chief Executive Officer prioritizes the development of scalable business models that support the unique needs of non-standard drivers, ultimately securing the financial health of the entire enterprise.
    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, governs the strategic vision and foundational principles of the organization. Skruck provides critical oversight regarding corporate governance and long-term institutional stability. As a primary architect of the company mission, the Chief Executive Officer & Co-Founder & Group of Assuranceamerica Board Member ensures that all insurance products remain accessible to the target demographic of non-standard auto drivers. Skruck manages high-level relationships with stakeholders and regulatory bodies to facilitate smooth operations across the Southeast and beyond. This leadership position requires balancing immediate market fluctuations with the enduring goals established at the inception of the firm. By fostering a culture of accountability and innovation, Joseph Skruck strengthens the market position of the company. The Chief Executive Officer & Co-Founder & Group of Assuranceamerica Board Member maintains a focus on operational integrity and consistent service delivery.

    Jay Rine - Chief Financial Officer

    Jay Rine, the Chief Financial Officer at AssuranceAmerica, directs the financial planning, analysis, and reporting functions for the organization. Rine architects capital allocation strategies that support the growth of non-standard auto insurance products. By overseeing the fiscal health of the company, the Chief Financial Officer ensures that the organization maintains sufficient reserves to meet all policyholder obligations. Rine manages the budgeting process and monitors cash flow across the various subsidiaries to optimize liquidity. This leadership role involves providing the Board with accurate financial insights to guide strategic decision-making. Jay Rine drives profitability by identifying cost-saving opportunities and improving revenue cycle management. The Chief Financial Officer collaborates with other executives to assess the financial impact of new market initiatives and product launches. Through rigorous financial oversight and risk management, Rine secures the long-term economic stability of the company in a volatile insurance market.

    Daniel Scruggs - Vice President & Chief Financial Officer

    Daniel Scruggs, the Vice President & Chief Financial Officer at AssuranceAmerica, manages the accounting operations and regulatory financial compliance for the firm. Scruggs oversees the preparation of financial statements and ensures adherence to industry-specific reporting standards. By analyzing revenue trends and expense structures, the Vice President & Chief Financial Officer provides actionable data to support the company's pricing strategies for non-standard auto insurance. Scruggs coordinates with external auditors and regulatory agencies to maintain transparency and compliance across all jurisdictions. This leadership role involves managing the internal controls that protect the company's assets and ensure accurate financial reporting. Daniel Scruggs drives efficiency by automating financial processes and improving the speed of month-end closing cycles. The Vice President & Chief Financial Officer works closely with the executive team to forecast future financial performance and mitigate potential fiscal risks, ensuring the company remains on a path of sustainable growth.

    Edward Heys - Chief Financial Officer & Board Member

    Edward Heys, the Chief Financial Officer & Board Member at AssuranceAmerica, governs the financial strategy and corporate oversight of the organization. Heys provides critical guidance on investment policies and capital structure to ensure the company remains well-positioned for long-term success. As a member of the Board, the Chief Financial Officer & Board Member participates in high-level discussions regarding mergers, acquisitions, and strategic partnerships. Heys manages the relationship with investors and ensures that financial performance aligns with the expectations of the Board. This leadership role requires a deep understanding of the insurance industry's economic landscape and the specific challenges of the non-standard auto market. Edward Heys drives financial discipline by enforcing rigorous standards for risk management and capital deployment. The Chief Financial Officer & Board Member works to balance the needs of policyholders with the requirements of shareholders, ensuring that the company maintains a strong balance sheet and consistent profitability.
    Edward Heys

    Sid Jain - Chief Operating Officer

    Sid Jain, the Chief Operating Officer at AssuranceAmerica, manages the daily execution of business processes across the entire insurance portfolio. Jain oversees the operational workflows of the AssuranceAmerica Managing General Agency to ensure high-quality service delivery for non-standard auto insurance clients. By streamlining claims handling and policy administration, the Chief Operating Officer improves overall organizational efficiency. Jain coordinates activities between the various regional offices to maintain consistent service standards across the national footprint. This leadership role involves optimizing resource allocation and reducing operational overhead to support the company's affordability mission. Sid Jain drives performance improvements by implementing lean management practices and fostering cross-departmental collaboration. The Chief Operating Officer monitors key performance indicators to identify bottlenecks and implement corrective actions. Through meticulous attention to operational detail, Jain ensures that the company meets its commitments to agents and policyholders while maintaining a strong competitive position.

    Elijah Haughawout - President of Commercial Auto

    Elijah Haughawout, the President of Commercial Auto at AssuranceAmerica, directs the expansion and management of the commercial insurance division. Haughawout architects specialized product offerings tailored to the needs of commercial clients requiring non-standard coverage solutions. By overseeing the underwriting and sales strategies for this specific segment, the President of Commercial Auto ensures that the company captures market share in the commercial auto sector. Haughawout manages the relationships with commercial agents and brokers to drive volume and maintain high service standards. This leadership role involves analyzing loss ratios and adjusting pricing models to ensure the profitability of the commercial portfolio. Elijah Haughawout drives growth by identifying new market opportunities and refining the product mix to meet evolving business needs. The President of Commercial Auto collaborates with the broader executive team to ensure that commercial operations remain aligned with the company's overall mission of providing accessible and affordable insurance coverage.

    Ralph Gravelle - Chief Information Officer

    Ralph Gravelle, the Chief Information Officer at AssuranceAmerica, directs the digital transformation and technological infrastructure supporting non-standard auto insurance services. Gravelle architects secure data management systems that enable agents to process policies with maximum efficiency. By overseeing the implementation of advanced analytics, the Chief Information Officer optimizes risk assessment models and improves underwriting accuracy. Gravelle manages the integration of software platforms across the various subsidiaries, ensuring seamless communication between the Atlanta headquarters and regional offices. This role involves protecting sensitive policyholder information through robust cybersecurity protocols and maintaining system uptime for critical business applications. Ralph Gravelle drives innovation by adopting modern cloud solutions that enhance the customer experience. The Chief Information Officer collaborates with other executive leaders to align technical capabilities with the broader corporate strategy, ensuring that the company remains agile in a rapidly evolving digital insurance landscape.
    Ralph Gravelle

    David Anthony - Senior VP & Chief Information Officer

    David Anthony, the Senior VP & Chief Information Officer at AssuranceAmerica, directs the strategic development of enterprise-wide technology initiatives. Anthony architects the roadmap for hardware and software investments that support the company's non-standard auto insurance business model. By focusing on the scalability of IT systems, the Senior VP & Chief Information Officer ensures that the organization can handle increasing transaction volumes across its regional offices. Anthony manages the technical teams responsible for maintaining the core insurance platforms and customer-facing portals. This leadership role involves evaluating emerging technologies to determine their potential for improving operational productivity and data security. David Anthony drives the integration of advanced reporting tools that allow the company to better understand market trends and customer behavior. The Senior VP & Chief Information Officer collaborates with the executive leadership team to ensure that technology investments directly contribute to the company's overarching goals of affordability and service excellence.
    David Anthony

    Explore Leadership Teams in Insurance

    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.