HealthPlanOne Executive and Leadership Team

August, 2026

Leadership Overview

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

Focused on optimizing member acquisition, HealthPlanOne delivers high-impact digital marketing solutions for the insurance sector while maintaining a commitment to operational excellence and scalable growth across the healthcare landscape.

Leadership Roles at HealthPlanOne

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

    Benjamin Pajak, the Chief Executive Officer at HealthPlanOne, directs the overarching corporate strategy and long-term vision for the organization. By aligning internal resources with evolving market demands in the insurance industry, Pajak ensures consistent growth and competitive positioning. The Chief Executive Officer manages high-level relationships with key stakeholders and board members to facilitate sustainable expansion. Benjamin Pajak drives the company mission by fostering a culture of innovation and efficiency across all departments. This leadership role involves identifying new opportunities for member acquisition and refining the business model to better serve healthcare clients. Through rigorous oversight of organizational performance, the Chief Executive Officer maintains the financial health and operational integrity of the firm. By prioritizing strategic partnerships and market penetration, Pajak secures the future trajectory of the business while navigating complex regulatory environments within the national healthcare marketplace.
    Benjamin Pajak

    Tom Wicker - Chief Operating Officer

    Tom Wicker, the Chief Operating Officer at HealthPlanOne, directs the daily business operations and internal processes that support member acquisition and insurance services. By optimizing workflows and resource allocation, the Chief Operating Officer ensures that the company meets its performance targets and service level agreements. Wicker oversees the implementation of operational policies that enhance productivity and reduce overhead costs. Tom Wicker drives cross-departmental collaboration to ensure that marketing, technology, and information systems work in harmony to achieve corporate goals. This leadership role involves managing the operational infrastructure to support rapid scaling and market expansion. By monitoring key performance indicators, the Chief Operating Officer identifies areas for process improvement and implements solutions that increase overall efficiency. Wicker focuses on maintaining high standards of service delivery, ensuring that the company remains a reliable partner for insurance providers while consistently meeting the needs of consumers across the national healthcare landscape.

    Mike Stapleton - Chief Information Officer

    Mike Stapleton, the Chief Information Officer at HealthPlanOne, architects the data infrastructure and information systems necessary for high-volume member acquisition. By managing complex data pipelines, the Chief Information Officer ensures the security and accessibility of critical insurance information. Stapleton oversees the integration of advanced analytics to improve lead conversion rates and marketing efficacy. Mike Stapleton drives the digital transformation of internal processes, enabling seamless communication between marketing teams and insurance providers. This role requires constant collaboration with the technology department to maintain robust, scalable systems that support rapid business growth. By implementing cutting-edge data governance protocols, the Chief Information Officer protects sensitive consumer information while optimizing operational workflows. Stapleton focuses on leveraging data-driven insights to refine acquisition strategies, ensuring that the company remains at the forefront of the digital marketing landscape within the competitive healthcare industry.

    Evan Harris - Chief Marketing Officer

    Evan Harris, the Chief Marketing Officer at HealthPlanOne, directs all digital marketing initiatives and member acquisition campaigns for the insurance sector. By analyzing consumer behavior and market trends, the Chief Marketing Officer optimizes advertising spend to maximize return on investment. Harris oversees the development of targeted outreach programs that connect individuals with appropriate healthcare plans. Evan Harris drives brand visibility and market share expansion through sophisticated multi-channel marketing strategies. This leadership role involves close coordination with the technology and operations teams to ensure that marketing efforts align with overall business objectives. By refining the customer journey, the Chief Marketing Officer improves conversion metrics and enhances the overall user experience. Harris manages the creative and analytical teams responsible for executing high-performance campaigns, ensuring that the company maintains a dominant presence in the national insurance marketing space through consistent innovation and strategic execution.

    Vineel Katipally - Chief Technology Officer

    Vineel Katipally, the Chief Technology Officer at HealthPlanOne, architects the software platforms and technical frameworks that power the company's marketing and acquisition engines. By overseeing the engineering teams, the Chief Technology Officer ensures the reliability and performance of all digital assets. Katipally drives the development of proprietary tools that streamline the insurance enrollment process for consumers. Vineel Katipally manages the technical roadmap, prioritizing features that enhance scalability and operational efficiency. This role requires constant interaction with the information systems and marketing departments to ensure that technical solutions meet the specific needs of the business. By implementing agile development methodologies, the Chief Technology Officer accelerates the deployment of new features and system updates. Katipally focuses on maintaining a robust technical environment that supports the company's growth objectives, ensuring that all platforms remain secure, efficient, and capable of handling high-volume traffic across the national healthcare market.

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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 Tom Wicker (Chief Operating Officer) and Mike 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), Tom Wicker (Chief Operating Officer), Mike 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 Marketing Officer, Chief Technology Officer.