Waystar Executive and Leadership Team

August, 2026

Leadership Overview

Waystar has 4 executives leading key functions including finance, operations, legal, and human resources.

Driven by innovation, Waystar simplifies and unifies the revenue cycle, enabling healthcare organizations to collect more and reduce the cost of managing payer reimbursement and patient billing, thereby improving the financial health of clients and allowing focus on patient care.

Leadership Roles at Waystar

  • Chief Financial Officer - Steven Oreskovich
  • Chief of Staff & Vice President, Special Projects - Sandy Draper
  • Chief Legal Officer - Gregory Packer
  • Chief People Officer, Waystar (Nasdaq Way) - Kimberly Wittman
  • Steven Oreskovich - Chief Financial Officer

    Steven Oreskovich, the Chief Financial Officer at Waystar, directs all financial strategy and operations. This leadership role involves managing the company's fiscal health, ensuring robust financial planning, and optimizing resource allocation to support Waystar's mission of simplifying the healthcare revenue cycle. Overseeing budgeting, forecasting, and financial reporting, the Chief Financial Officer drives profitability and financial stability. Steven Oreskovich's expertise is critical in navigating the complex financial landscape of the healthcare technology sector, enabling Waystar to deliver innovative solutions that reduce costs and improve reimbursement for providers. The Chief Financial Officer's strategic oversight ensures that financial decisions directly align with the company's overarching goals of enhancing client financial well-being and operational efficiency across North America.
    Steven Oreskovich

    Sandy Draper - Chief of Staff & Vice President, Special Projects

    Sandy Draper, the Chief of Staff & Vice President, Special Projects at Waystar, spearheads critical strategic initiatives and operational enhancements. This role involves driving cross-functional alignment and executing special projects that advance Waystar's technological innovation and market expansion. Overseeing key organizational priorities, the Chief of Staff & Vice President, Special Projects ensures seamless execution of strategic plans across various departments. Sandy Draper's focus on special projects directly supports the company's objective to unify the revenue cycle for healthcare organizations, enabling them to collect more and reduce administrative burdens. This leadership position is vital for translating high-level strategy into tangible operational improvements, impacting Waystar's ability to serve hospitals and health systems effectively throughout the United States.
    Gregory Packer, the Chief Legal Officer at Waystar, provides comprehensive legal counsel and oversees all legal affairs for the organization. This critical role ensures Waystar's compliance with healthcare regulations and industry standards, safeguarding the company's operations and client interests. Directing legal strategy, risk management, and corporate governance, the Chief Legal Officer supports Waystar's mission to simplify the revenue cycle and improve patient billing processes. Gregory Packer's expertise is essential in navigating the intricate legal frameworks governing healthcare technology, enabling the company to offer secure and compliant solutions. The Chief Legal Officer's guidance is fundamental to maintaining Waystar's integrity and fostering trust with providers and health systems across its operational territories.
    Gregory Packer

    Kimberly Wittman - Chief People Officer, Waystar (Nasdaq Way)

    Kimberly Wittman, the Chief People Officer, Waystar (Nasdaq Way) at Waystar, directs all human capital strategies and talent management initiatives. This leadership position focuses on cultivating a high-performance culture that supports Waystar's commitment to innovation in the healthcare revenue cycle. Overseeing employee engagement, organizational development, and workforce planning, the Chief People Officer ensures Waystar attracts and retains top talent essential for delivering advanced technology solutions. Kimberly Wittman's strategic approach to people operations directly contributes to the company's ability to improve financial health for healthcare organizations by fostering an environment where employees can excel. This role is pivotal in aligning Waystar's workforce with its mission to simplify payer reimbursement and patient payments across its global reach.

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    Frequently Asked Questions Regarding Waystar Top Executives and Leadership Team

    Who leads Waystar?
    Waystar is led by Steven Oreskovich (Chief Financial Officer), along with executives such as Sandy Draper (Chief of Staff & Vice President, Special Projects) and Gregory Packer (Chief Legal Officer).
    Who is part of Waystar’s executive team?
    The executive team of Waystar includes leaders such as Steven Oreskovich (Chief Financial Officer), Sandy Draper (Chief of Staff & Vice President, Special Projects), Gregory Packer (Chief Legal Officer) and other senior executives.
    How many executives does Waystar have?
    Waystar has 4 executives leading key business areas.
    What roles are included in Waystar’s leadership team?
    The leadership team of Waystar includes roles such as Chief Financial Officer, Chief of Staff & Vice President, Special Projects, Chief Legal Officer, Chief People Officer, Waystar (Nasdaq Way).