GuideWell Executive and Leadership Team

August, 2026

Leadership Overview

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

Focused on delivering integrated health solutions, GuideWell advances patient outcomes through digital platforms and comprehensive insurance services across North America.

Leadership Roles at GuideWell

  • President & Chief Executive Officer - Brian Pieninck
  • Senior Vice President, Chief of Staff, Office of the Chief Executive Officer - Lisa Lough
  • 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
  • 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 services, the President & Chief Executive Officer ensures alignment between business-to-business operations and direct-to-consumer health solutions. This leadership role involves managing complex medical service portfolios while driving expansion across North American markets. By prioritizing advanced technology infrastructure, Brian Pieninck optimizes the delivery of health insurance and specialized care programs. The President & Chief Executive Officer maintains constant communication with the Board to ensure fiscal health and operational excellence. Through rigorous oversight of retirement planning and medical coverage initiatives, the President & Chief Executive Officer secures the company's market position. Ultimately, Pieninck fosters a culture of innovation that supports the evolving needs of elderly populations and diverse health care consumers.
    Brian Pieninck

    Lisa Lough - Senior Vice President, Chief of Staff, Office of the Chief Executive Officer

    Lisa Lough, the Senior Vice President, Chief of Staff, Office of the Chief Executive Officer at GuideWell, coordinates the strategic priorities and daily operations of the executive office. Overseeing cross-functional initiatives, the Senior Vice President, Chief of Staff, Office of the Chief Executive Officer ensures that the company's mission regarding elderly care remains the primary focus of all leadership activities. This leadership role involves facilitating communication between the C-suite and various departments to maintain organizational alignment. By managing high-level projects, Lisa Lough accelerates the execution of corporate goals across North American markets. The Senior Vice President, Chief of Staff, Office of the Chief Executive Officer monitors the progress of health insurance and retirement planning initiatives to ensure they meet established benchmarks. Through proactive problem-solving, the Senior Vice President, Chief of Staff, Office of the Chief Executive Officer optimizes executive productivity. Ultimately, Lough ensures the seamless functioning of the leadership team.

    David Petruzzellis - Chief Financial Officer, Government Business

    David Petruzzellis, the Chief Financial Officer, Government Business at GuideWell, manages the financial health and budgetary compliance for all government-contracted health services. Overseeing fiscal planning, the Chief Financial Officer, Government Business ensures that retirement planning and specialized medical care programs remain profitable and sustainable. This leadership role involves navigating complex regulatory environments to maintain financial stability across North American government markets. By optimizing revenue cycles and cost structures, David Petruzzellis supports the broader mission of providing affordable health insurance. The Chief Financial Officer, Government Business works closely with executive leadership to allocate resources toward high-impact health initiatives. Through rigorous financial modeling and risk assessment, the Chief Financial Officer, Government Business mitigates exposure while maximizing value for stakeholders. Ultimately, Petruzzellis secures the financial foundation required to expand the reach of essential health care services to vulnerable populations.

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

    Elana Schrader, the Senior VP, Health Care Services & President, Guidewell Health at GuideWell, directs the clinical operations and specialized medical care programs. Overseeing the delivery of direct-to-consumer health services, the Senior VP, Health Care Services & President, Guidewell Health ensures that patient care models meet the specific needs of the elderly. This leadership role involves managing clinical partnerships and expanding the footprint of health care services across North American regions. By integrating medical expertise with insurance offerings, Elana Schrader improves the quality of care for all members. The Senior VP, Health Care Services & President, Guidewell Health collaborates with other executives to refine the company's approach to integrated health solutions. Through the implementation of evidence-based care protocols, the Senior VP, Health Care Services & President, Guidewell Health enhances patient outcomes. Ultimately, Schrader drives the clinical excellence that defines the company's reputation in the health care industry.

    Robert Ruocco - Chief Technology Officer

    Robert Ruocco, the Chief Technology Officer at GuideWell, architects the digital platforms and mobile applications that support integrated health care delivery. Overseeing the technical infrastructure, the Chief Technology Officer ensures seamless data integration across all service lines, including vision and dental coverage. This leadership role involves managing the cybersecurity framework and cloud-based systems that protect sensitive patient information. By implementing scalable software solutions, Robert Ruocco enhances the user experience for direct-to-consumer health platforms. The Chief Technology Officer collaborates with internal teams to modernize legacy systems, thereby increasing operational efficiency across North American locations. Through the deployment of advanced analytics, the Chief Technology Officer drives data-informed decision-making for the entire organization. Ultimately, Ruocco maintains the technological backbone necessary for delivering high-quality, accessible health services to the elderly and broader patient demographics.
    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 protocols. Overseeing the digital transformation strategy, the Senior Vice President, Chief Information Officer ensures that all health insurance and dental coverage data remains accurate and accessible. This leadership role involves integrating disparate information streams into a unified architecture that supports North American operations. By streamlining internal communication networks, Gary Anderson improves the speed and reliability of health care service delivery. The Senior Vice President, Chief Information Officer collaborates with the technology department to implement robust data management policies that comply with industry standards. Through the optimization of information flow, the Senior Vice President, Chief Information Officer enables better coordination between medical providers and patients. Ultimately, Anderson drives the digital efficiency that allows the company to scale its specialized care programs effectively.

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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 Lisa Lough (Senior Vice President, Chief of Staff, Office of the Chief Executive Officer) and David Petruzzellis (Chief Financial Officer, Government Business).
    Who is part of GuideWell’s executive team?
    The executive team of GuideWell includes leaders such as Brian Pieninck (President & Chief Executive Officer), Lisa Lough (Senior Vice President, Chief of Staff, Office of the Chief Executive Officer), David Petruzzellis (Chief Financial Officer, Government Business) 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, Senior Vice President, Chief of Staff, Office of the Chief Executive Officer, Chief Financial Officer, Government Business, Senior VP, Health Care Services & President, Guidewell Health, Chief Technology Officer.