GuideWell Executive and Leadership Team

October, 2026

Leadership Overview

GuideWell has 6 executives leading key functions including corporate strategy, technology infrastructure, information systems, government financial operations, communications, and health care services.

Committed to advancing integrated health solutions, GuideWell delivers comprehensive medical services and retirement planning to improve patient outcomes across North America through advanced digital platforms.

Leadership Roles at GuideWell

  • President & Chief Executive Officer - Brian Pieninck
  • Chief Financial Officer, Government Business - David Petruzzellis
  • Senior VP, Health Care Services & President, Guidewell Health - Elana Schrader
  • Chief Technology Officer - Robert Ruocco
  • Senior Vice President, Chief Information Officer - Gary Anderson
  • Chief Communications Officer - Farley Kern
  • Brian Pieninck - President & Chief Executive Officer

    Brian Pieninck, the President & Chief Executive Officer at GuideWell, directs the overarching corporate strategy and long-term vision for the organization. Overseeing the integration of health care solutions, the President & Chief Executive Officer ensures alignment between business-to-business operations and direct-to-consumer service delivery. This leadership role involves managing complex healthcare ecosystems across North America to enhance accessibility for elderly populations. By prioritizing technological innovation, Brian Pieninck drives the expansion of digital platforms and mobile applications that support comprehensive health coverage. Pieninck maintains constant collaboration with the Board to refine retirement planning and medical care programs. Through rigorous oversight of organizational performance, the President & Chief Executive Officer secures sustainable growth while maintaining high standards of patient care. Pieninck fosters a culture of excellence that positions the company as a leader in the evolving healthcare landscape.
    Brian Pieninck

    David Petruzzellis - Chief Financial Officer, Government Business

    David Petruzzellis, the Chief Financial Officer, Government Business at GuideWell, manages the financial health and fiscal strategy for government-contracted healthcare services. Overseeing budgetary allocations for health insurance plans and specialized medical care programs, the Chief Financial Officer, Government Business ensures long-term financial stability across North American markets. This leadership role involves analyzing market trends to optimize revenue streams and cost structures for government-funded initiatives. By directing financial planning and reporting, David Petruzzellis drives the economic viability of programs serving elderly populations. Petruzzellis collaborates with executive leadership to align financial goals with the company's mission of providing integrated health solutions. Through rigorous risk management and capital allocation, the Chief Financial Officer, Government Business supports the expansion of dental and vision coverage offerings. Petruzzellis maintains a focus on fiscal transparency and operational efficiency to ensure the continued success of government business segments.

    Elana Schrader - Senior VP, Health Care Services & President, Guidewell Health

    Elana Schrader, the Senior VP, Health Care Services & President, Guidewell Health at GuideWell, oversees the delivery of specialized medical care programs and integrated health services. Managing the operational execution of health insurance plans and elderly care initiatives, the Senior VP, Health Care Services & President, Guidewell Health ensures high-quality patient outcomes across North American locations. This leadership role involves coordinating clinical services and administrative support to optimize the patient experience. By driving the implementation of comprehensive healthcare solutions, Elana Schrader supports the company's mission of providing accessible and effective medical care. Schrader collaborates with other executives to integrate health services with digital platforms and retirement planning offerings. Through the management of clinical operations, the Senior VP, Health Care Services & President, Guidewell Health ensures that service delivery meets the needs of diverse populations. Schrader maintains a focus on operational excellence and continuous improvement in healthcare service delivery.

    Robert Ruocco - Chief Technology Officer

    Robert Ruocco, the Chief Technology Officer at GuideWell, architects the advanced technology infrastructure required to support integrated health care solutions. Overseeing the development of digital platforms and mobile applications, the Chief Technology Officer ensures seamless user experiences for both business-to-business and direct-to-consumer clients. This leadership role involves managing the technical roadmap for health insurance, vision, and dental coverage systems. By implementing scalable software architectures, Robert Ruocco drives operational efficiency across North American markets. Ruocco collaborates with other C-suite leaders to integrate data-driven insights into specialized medical care programs. Through the deployment of robust cybersecurity measures and cloud-based services, the Chief Technology Officer protects sensitive patient information while enabling rapid service delivery. Ruocco maintains a focus on modernizing legacy systems to support the company's mission of providing comprehensive healthcare services through cutting-edge digital tools.
    Robert Ruocco

    Gary Anderson - Senior Vice President, Chief Information Officer

    Gary Anderson, the Senior Vice President, Chief Information Officer at GuideWell, manages the enterprise-wide information systems and data governance frameworks. Overseeing the digital transformation of health insurance and retirement planning services, the Senior Vice President, Chief Information Officer ensures data integrity and system reliability across all North American operations. This leadership role involves optimizing information flow to support specialized medical care programs and administrative functions. By leveraging advanced analytics, Gary Anderson drives strategic decision-making processes that enhance service delivery for elderly care initiatives. Anderson coordinates with technology teams to ensure that information systems remain compliant with industry regulations while supporting business growth. Through the implementation of high-performance computing environments, the Senior Vice President, Chief Information Officer enables the company to scale its digital offerings effectively. Anderson maintains a focus on technological agility to meet the evolving needs of the healthcare market.

    Farley Kern - Chief Communications Officer

    Farley Kern, the Chief Communications Officer at GuideWell, directs the corporate messaging and public relations strategy for the organization. Overseeing the communication of integrated health care solutions to diverse stakeholders, the Chief Communications Officer ensures brand consistency across all North American operations. This leadership role involves managing internal and external communications to support the company's mission of providing comprehensive healthcare services. By crafting strategic narratives, Farley Kern drives public awareness of retirement planning and specialized medical care programs. Kern collaborates with other C-suite leaders to align messaging with corporate objectives and market positioning. Through the development of effective communication channels, the Chief Communications Officer enhances engagement with direct-to-consumer and business-to-business audiences. Kern maintains a focus on reputation management and stakeholder relations to strengthen the company's presence in the healthcare industry. Kern ensures that all communications reflect the commitment to quality and innovation.

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    Frequently Asked Questions Regarding GuideWell Top Executives and Leadership Team

    Who leads GuideWell?
    GuideWell is led by Brian Pieninck (President & Chief Executive Officer), along with executives such as David Petruzzellis (Chief Financial Officer, Government Business) and Elana Schrader (Senior VP, Health Care Services & President, Guidewell Health).
    Who is part of GuideWell’s executive team?
    The executive team of GuideWell includes leaders such as Brian Pieninck (President & Chief Executive Officer), David Petruzzellis (Chief Financial Officer, Government Business), Elana Schrader (Senior VP, Health Care Services & President, Guidewell Health) and other senior executives.
    How many executives does GuideWell have?
    GuideWell has 6 executives leading key business areas.
    What roles are included in GuideWell’s leadership team?
    The leadership team of GuideWell includes roles such as President & Chief Executive Officer, Chief Financial Officer, Government Business, Senior VP, Health Care Services & President, Guidewell Health, Chief Technology Officer, Senior Vice President, Chief Information Officer.