GooseHead Insurance Executive and Leadership Team

October, 2026

Leadership Overview

GooseHead Insurance has 5 executives leading key functions including strategy, human capital, technology, agency operations, and employee benefits.

Focused on delivering comprehensive personal lines insurance solutions, GooseHead Insurance empowers clients through a robust digital platform and expert advisory services to secure financial protection across the United States.

Leadership Roles at GooseHead Insurance

  • Chief Executive Officer - Nari Naresh
  • President, Freitag Agency - Kyle Freitag
  • President, Employee Benefits - Peter Winter
  • Chief Human Resources Officer - Angela Kervin
  • Executive Vice President & Chief Technology Officer - Eben Hewitt
  • Nari Naresh - Chief Executive Officer

    Nari Naresh, the Chief Executive Officer at GooseHead Insurance, directs the overarching corporate strategy and long-term growth initiatives for the organization. By overseeing the expansion of personal lines insurance agency services, the Chief Executive Officer ensures the company maintains a competitive edge within the United States market. Nari Naresh drives operational excellence by aligning departmental goals with the broader mission of providing superior homeowner, automotive, and life insurance products. This leadership role involves constant collaboration with the Board to optimize capital allocation and market penetration. Through rigorous analysis of industry trends, the Chief Executive Officer identifies new opportunities for service diversification. By fostering a culture of accountability and high performance, the Chief Executive Officer secures the company's position as a leader in the insurance sector. Ultimately, Naresh maintains the financial health and strategic trajectory of the entire enterprise.

    Kyle Freitag - President, Freitag Agency

    Kyle Freitag, the President, Freitag Agency at GooseHead Insurance, directs the daily operations and sales performance of the agency division. Overseeing the distribution of diverse insurance products, the President, Freitag Agency ensures that client needs for dwelling property, flood, and wind insurance are met with precision. Kyle Freitag drives revenue growth by implementing effective sales strategies and managing relationships with key insurance carriers. This leadership role involves mentoring agency staff to improve conversion rates and customer satisfaction metrics. By focusing on regional market expansion, the President, Freitag Agency scales the reach of the agency's services across the United States. Freitag monitors performance data to refine sales tactics and improve overall agency productivity. Through consistent focus on service quality, the President, Freitag Agency maintains strong client retention rates. Ultimately, Freitag secures the operational success of the agency through disciplined management and strategic sales execution.

    Peter Winter - President, Employee Benefits

    Peter Winter, the President, Employee Benefits at GooseHead Insurance, directs the specialized division focused on providing comprehensive benefit solutions to corporate clients. Overseeing the design and implementation of life and general liability insurance programs, the President, Employee Benefits ensures that the company delivers high-value protection plans. Peter Winter drives market penetration by identifying unique needs within the employee benefits landscape and tailoring service offerings accordingly. This leadership role involves coordinating with internal teams to integrate benefit products into the broader insurance portfolio. By managing complex client relationships, the President, Employee Benefits fosters long-term partnerships that contribute to the company's overall revenue stability. Winter monitors regulatory changes and market shifts to ensure the competitiveness of all benefit offerings. Through strategic oversight of this division, the President, Employee Benefits expands the company's footprint in the corporate insurance sector. Ultimately, Winter drives growth by delivering specialized value to clients.
    Peter Winter

    Angela Kervin - Chief Human Resources Officer

    Angela Kervin, the Chief Human Resources Officer at GooseHead Insurance, architects the talent acquisition and organizational development strategies necessary to support a growing workforce. Overseeing the recruitment of top-tier insurance professionals, the Chief Human Resources Officer ensures the company attracts individuals capable of delivering exceptional client service. Angela Kervin drives internal culture initiatives that promote employee retention and professional growth across all regional offices. This leadership role involves designing comprehensive compensation structures and performance management systems that align with corporate objectives. By implementing robust training programs, the Chief Human Resources Officer enhances the technical proficiency of the agency staff. Kervin manages the complexities of human capital management to ensure operational stability during periods of rapid scaling. Ultimately, the Chief Human Resources Officer builds a resilient workforce that directly supports the delivery of diverse insurance products to clients nationwide.

    Eben Hewitt - Executive Vice President & Chief Technology Officer

    Eben Hewitt, the Executive Vice President & Chief Technology Officer at GooseHead Insurance, architects the digital infrastructure and proprietary software platforms that power the company's insurance agency services. Overseeing the development of advanced data analytics tools, the Executive Vice President & Chief Technology Officer ensures seamless integration between insurance carriers and end-users. Eben Hewitt drives innovation in the digital space to streamline the quoting and binding process for homeowner, automotive, and umbrella insurance products. This leadership role involves managing large-scale engineering teams to maintain high system availability and cybersecurity standards. By leveraging cutting-edge technology, the Executive Vice President & Chief Technology Officer optimizes operational efficiency across the entire United States footprint. Hewitt continuously evaluates emerging technologies to maintain a technological advantage in the insurance market. Ultimately, the Executive Vice President & Chief Technology Officer secures the digital foundation required for sustained business growth.
    Eben Hewitt

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    Frequently Asked Questions Regarding GooseHead Insurance Top Executives and Leadership Team

    Who leads GooseHead Insurance?
    GooseHead Insurance is led by Nari Naresh (Chief Executive Officer), along with executives such as Kyle Freitag (President, Freitag Agency) and Peter Winter (President, Employee Benefits).
    Who is part of GooseHead Insurance’s executive team?
    The executive team of GooseHead Insurance includes leaders such as Nari Naresh (Chief Executive Officer), Kyle Freitag (President, Freitag Agency), Peter Winter (President, Employee Benefits) and other senior executives.
    How many executives does GooseHead Insurance have?
    GooseHead Insurance has 5 executives leading key business areas.
    What roles are included in GooseHead Insurance’s leadership team?
    The leadership team of GooseHead Insurance includes roles such as Chief Executive Officer, President, Freitag Agency, President, Employee Benefits, Chief Human Resources Officer, Executive Vice President & Chief Technology Officer.