Pegasus Senior Living Executive and Leadership Team

September, 2026

Leadership Overview

Pegasus Senior Living has 4 executives leading key functions including strategy, financial oversight, operational management, and organizational leadership.

Dedicated to enhancing senior lifestyles through compassionate care, Pegasus Senior Living prioritizes resident-led dining and engaging activities to foster community, individuality, and longevity across all U.S. locations.

Leadership Roles at Pegasus Senior Living

  • Chief Executive Officer - Chris Hollister
  • Chief Financial Officer - Chad Kugler
  • Co-President & Chief Operating Officer - Richard Williams
  • President - Lisa Vickery
  • Chris Hollister - Chief Executive Officer

    Chris Hollister, the Chief Executive Officer at Pegasus Senior Living, directs the overarching strategic vision for all independent living, assisted living, and memory care communities. Hollister architects long-term growth initiatives while ensuring the organization maintains high standards of integrity and kindness across the U.S. market. By aligning corporate goals with the specific needs of seniors, the Chief Executive Officer drives operational excellence and fosters a culture centered on resident well-being. Chris Hollister collaborates with the Board to secure resources for expanding the company footprint and enhancing service quality. This leadership role involves monitoring industry trends to maintain a competitive edge in the senior living sector. Through consistent focus on innovation and compassionate care, the Chief Executive Officer ensures the company remains a leader in providing enriching lifestyles for aging populations, ultimately securing the long-term sustainability of the entire organization.
    Chris Hollister

    Chad Kugler - Chief Financial Officer

    Chad Kugler, the Chief Financial Officer at Pegasus Senior Living, manages the fiscal health and capital allocation strategies for the entire portfolio of senior living communities. Kugler oversees financial reporting, budgeting, and investment analysis to support the expansion of memory care and assisted living services. By optimizing revenue cycles and controlling operational costs, the Chief Financial Officer ensures the financial stability required to deliver award-winning care. Chad Kugler works closely with executive leadership to evaluate potential acquisitions and infrastructure improvements across the U.S. market. This role demands rigorous oversight of financial performance metrics to drive profitability while maintaining the integrity of resident services. Through precise financial planning and risk management, the Chief Financial Officer supports the company mission of fostering longevity and individuality, ensuring that every community possesses the necessary resources to provide an enriching lifestyle for all residents.
    Chad Kugler

    Richard Williams - Co-President & Chief Operating Officer

    Richard Williams, the Co-President & Chief Operating Officer at Pegasus Senior Living, directs the daily operations and service delivery models across all independent and assisted living communities. Williams architects scalable operational frameworks that prioritize resident-led dining and engaging activities to enhance daily life. By managing regional teams and ensuring compliance with industry standards, the Co-President & Chief Operating Officer drives efficiency and quality control throughout the U.S. portfolio. Richard Williams collaborates with other C-suite leaders to implement standardized care protocols that celebrate individuality and promote resident health. This leadership role involves streamlining internal processes to improve staff performance and resident satisfaction. Through constant monitoring of community-level metrics, the Co-President & Chief Operating Officer ensures that every location meets the high expectations of seniors seeking a supportive environment, ultimately strengthening the operational foundation of the company.

    Lisa Vickery - President

    Lisa Vickery, the President at Pegasus Senior Living, executes the organizational mission by overseeing brand development and market positioning for all senior living communities. Vickery drives initiatives that emphasize the company commitment to kindness and integrity, ensuring that every community reflects the core values of the organization. By leading cross-functional teams, the President fosters a culture of excellence that supports independent living, assisted living, and memory care services. Lisa Vickery manages external partnerships and stakeholder relations to expand the reach of the company across the U.S. market. This leadership role involves translating strategic goals into actionable programs that enhance the resident experience and promote community engagement. Through consistent focus on brand identity and service quality, the President ensures that the company remains a preferred choice for seniors, ultimately driving growth and maintaining the reputation of the organization as a leader in the senior living industry.

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    Frequently Asked Questions Regarding Pegasus Senior Living Top Executives and Leadership Team

    Who leads Pegasus Senior Living?
    Pegasus Senior Living is led by Chris Hollister (Chief Executive Officer), along with executives such as Chad Kugler (Chief Financial Officer) and Richard Williams (Co-President & Chief Operating Officer).
    Who is part of Pegasus Senior Living’s executive team?
    The executive team of Pegasus Senior Living includes leaders such as Chris Hollister (Chief Executive Officer), Chad Kugler (Chief Financial Officer), Richard Williams (Co-President & Chief Operating Officer) and other senior executives.
    How many executives does Pegasus Senior Living have?
    Pegasus Senior Living has 4 executives leading key business areas.
    What roles are included in Pegasus Senior Living’s leadership team?
    The leadership team of Pegasus Senior Living includes roles such as Chief Executive Officer, Chief Financial Officer, Co-President & Chief Operating Officer, President.