HealthPlanOne Executive and Leadership Team

June, 2026

Leadership Overview

HealthPlanOne has 5 executives leading key functions including strategy, information technology, technology development, operations, and marketing.

Driven by innovation, HealthPlanOne is dedicated to enhancing member acquisition through advanced digital strategies, solidifying its market position in the insurance and healthcare sectors.

Leadership Roles at HealthPlanOne

  • Chief Executive Officer - Benjamin Pajak
  • Chief Operating Officer - Thomas Wicker
  • Chief Information Officer - Michael Stapleton
  • Chief Technology Officer - Vineel Katipally
  • Chief Marketing Officer - Evan Harris
  • Benjamin Pajak - Chief Executive Officer

    Benjamin Pajak, the Chief Executive Officer at HealthPlanOne, directs the overarching corporate strategy and vision. Overseeing all major business units, the Chief Executive Officer ensures alignment with the company's mission of providing effective member acquisition solutions for the insurance and healthcare industries. This leadership role involves driving growth initiatives and fostering a culture of innovation across the organization. By setting strategic priorities, Benjamin Pajak guides HealthPlanOne's expansion and market penetration efforts. The Chief Executive Officer's focus remains on optimizing operational efficiency and maximizing shareholder value through robust business development. This executive's guidance shapes the company's direction in the dynamic Trumbull, Connecticut market.
    Benjamin Pajak

    Thomas Wicker - Chief Operating Officer

    Thomas Wicker, the Chief Operating Officer at HealthPlanOne, directs the day-to-day operational functions and process optimization across the organization. Overseeing business operations, the Chief Operating Officer ensures seamless execution of strategies designed to enhance member acquisition for clients in the insurance and healthcare industries. This leadership role involves managing cross-departmental collaboration, improving workflow efficiencies, and maintaining high standards of service delivery. By focusing on operational excellence, Thomas Wicker supports the company's growth objectives and client satisfaction. The Chief Operating Officer's strategic input is vital for scaling operations effectively and ensuring the company's infrastructure can support expanding market demands. This executive's commitment to efficiency underpins HealthPlanOne's reliable service provision.

    Michael Stapleton - Chief Information Officer

    Michael Stapleton, the Chief Information Officer at HealthPlanOne, architects the company's technology infrastructure and digital transformation initiatives. Overseeing all IT operations, the Chief Information Officer ensures the security, scalability, and reliability of the systems supporting HealthPlanOne's member acquisition platforms. This leadership position involves managing data governance, cybersecurity protocols, and the implementation of new technologies to enhance operational efficiency. By driving technological advancements, Michael Stapleton supports the company's core business of serving the insurance and healthcare industries. The Chief Information Officer's strategic planning focuses on leveraging technology to improve user experience and streamline internal processes. This executive's expertise is critical for maintaining a competitive edge in the digital marketing landscape.

    Vineel Katipally - Chief Technology Officer

    Vineel Katipally, the Chief Technology Officer at HealthPlanOne, spearheads the development and execution of the company's technology roadmap. Managing the engineering teams, the Chief Technology Officer drives innovation in platform development and technical solutions that power HealthPlanOne's internet marketing services. This role is central to enhancing the capabilities of the member acquisition tools used within the insurance and healthcare sectors. By overseeing software development lifecycles, Vineel Katipally ensures the delivery of high-quality, cutting-edge technology. The Chief Technology Officer's responsibilities include evaluating emerging technologies and integrating them to maintain HealthPlanOne's market leadership. This executive's technical vision is crucial for the company's ongoing success and adaptation to industry changes.

    Evan Harris - Chief Marketing Officer

    Evan Harris, the Chief Marketing Officer at HealthPlanOne, leads all marketing strategies and brand development initiatives. Overseeing the marketing department, the Chief Marketing Officer drives customer acquisition campaigns and enhances HealthPlanOne's market presence within the insurance and healthcare sectors. This executive role involves analyzing market trends, developing targeted advertising strategies, and managing digital marketing channels to reach prospective members. By crafting compelling brand narratives, Evan Harris ensures HealthPlanOne remains a leader in internet marketing solutions. The Chief Marketing Officer's focus is on generating qualified leads and optimizing marketing ROI. This executive's expertise is essential for driving business growth and solidifying the company's reputation.

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    Frequently Asked Questions Regarding HealthPlanOne Top Executives and Leadership Team

    Who leads HealthPlanOne?
    HealthPlanOne is led by Benjamin Pajak (Chief Executive Officer), along with executives such as Thomas Wicker (Chief Operating Officer) and Michael Stapleton (Chief Information Officer).
    Who is part of HealthPlanOne’s executive team?
    The executive team of HealthPlanOne includes leaders such as Benjamin Pajak (Chief Executive Officer), Thomas Wicker (Chief Operating Officer), Michael Stapleton (Chief Information Officer) and other senior executives.
    How many executives does HealthPlanOne have?
    HealthPlanOne has 5 executives leading key business areas.
    What roles are included in HealthPlanOne’s leadership team?
    The leadership team of HealthPlanOne includes roles such as Chief Executive Officer, Chief Operating Officer, Chief Information Officer, Chief Technology Officer, Chief Marketing Officer.