Tidewater Physicians Multispecialty Group Executive and Leadership Team

May, 2026

Leadership Overview

Tidewater Physicians Multispecialty Group has 4 executives leading key functions including finance, information technology, operations, and strategy.

Driven by a commitment to superior, physician-directed healthcare, Tidewater Physicians Multispecialty Group provides comprehensive medical services across Hampton Roads and southeastern Virginia, focusing on maintaining optimal health for patients and their families through compassionate, high-quality care.

Leadership Roles at Tidewater Physicians Multispecialty Group

  • Chief Financial Officer - Lester Eljaiek
  • Chief Operating Officer - Sibby Wilson
  • President - Jack Rossi
  • Chief Information Officer - Brett Brickey
  • Lester Eljaiek - Chief Financial Officer

    Lester Eljaiek, the Chief Financial Officer at Tidewater Physicians Multispecialty Group, directs all financial operations and strategic fiscal planning. Eljaiek oversees budgeting, financial reporting, and resource allocation across the organization's extensive network of over 85 locations. This leadership role ensures the financial health and sustainability of TPMG, enabling continued investment in advanced medical technologies and patient care services. By managing revenue cycles and optimizing expenditures, Lester Eljaiek supports the group's mission to deliver high-quality healthcare efficiently. Eljaiek's financial acumen is critical for navigating the complex healthcare landscape and driving TPMG's growth objectives throughout Hampton Roads and southeastern Virginia.

    Sibby Wilson - Chief Operating Officer

    Sibby Wilson, the Chief Operating Officer at Tidewater Physicians Multispecialty Group, manages the day-to-day operational execution across TPMG's expansive network. Wilson directs operational efficiency, service delivery, and facility management for over 85 locations serving Hampton Roads and southeastern Virginia. This leadership position ensures that all clinical and administrative functions operate cohesively to support the group's mission of physician-directed, high-quality healthcare. Sibby Wilson oversees the integration of new practices and providers, optimizing workflows to enhance patient access and experience. The COO's focus on operational excellence directly supports TPMG's commitment to compassionate and superior medical care for families.

    Jack Rossi - President

    Jack Rossi, the President at Tidewater Physicians Multispecialty Group, provides overarching strategic direction and leadership for the entire organization. Rossi guides TPMG's mission to deliver superior, physician-directed healthcare, ensuring alignment across all 220+ primary care and specialty physicians and advanced practice clinicians. This executive role involves fostering a culture of excellence, driving growth initiatives, and maintaining strong relationships with stakeholders throughout Hampton Roads and southeastern Virginia. Jack Rossi's leadership ensures TPMG remains at the forefront of providing compassionate, high-quality medical care. The President's vision is instrumental in expanding the group's reach and impact on patient health and well-being.

    Brett Brickey - Chief Information Officer

    Brett Brickey, the Chief Information Officer at Tidewater Physicians Multispecialty Group, architects and executes the organization's technology strategy. Brickey oversees all IT infrastructure, data management, and digital transformation initiatives, ensuring seamless integration of systems across TPMG's numerous primary care and specialty practices. This role is pivotal in enhancing patient care through secure and efficient electronic health records, telehealth platforms, and data analytics. Brett Brickey drives innovation in information systems, supporting over 220 physicians and clinicians in delivering superior healthcare. The CIO's leadership ensures technological advancements align with TPMG's mission to provide compassionate, high-quality medical services throughout southeastern Virginia.
    Brett Brickey

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    Frequently Asked Questions Regarding Tidewater Physicians Multispecialty Group Top Executives and Leadership Team

    Who leads Tidewater Physicians Multispecialty Group?
    Tidewater Physicians Multispecialty Group is led by Lester Eljaiek (Chief Financial Officer), along with executives such as Sibby Wilson (Chief Operating Officer) and Jack Rossi (President).
    Who is part of Tidewater Physicians Multispecialty Group’s executive team?
    The executive team of Tidewater Physicians Multispecialty Group includes leaders such as Lester Eljaiek (Chief Financial Officer), Sibby Wilson (Chief Operating Officer), Jack Rossi (President) and other senior executives.
    How many executives does Tidewater Physicians Multispecialty Group have?
    Tidewater Physicians Multispecialty Group has 4 executives leading key business areas.
    What roles are included in Tidewater Physicians Multispecialty Group’s leadership team?
    The leadership team of Tidewater Physicians Multispecialty Group includes roles such as Chief Financial Officer, Chief Operating Officer, President, Chief Information Officer.