Dean Health Plan Executive and Leadership Team

July, 2026

Leadership Overview

Dean Health Plan has 4 executives leading key functions including strategy, human resources, finance, and operations.

Driven by a commitment to integrated healthcare, Dean Health Plan focuses on delivering comprehensive medical services and fostering a network of skilled professionals affiliated with St. Mary's Hospital, impacting patient care across Wisconsin.

Leadership Roles at Dean Health Plan

  • President & Chief Executive Officer - Stephen Olson
  • Senior Vice President & Chief Financial Officer - Steven Caldwell
  • President - Julie Perez
  • Senior Vice President Chief Human Resources Officer - John Haeberle
  • Stephen Olson - President & Chief Executive Officer

    Stephen Olson, the President & Chief Executive Officer at Dean Health Plan, directs the overarching strategic vision and operational execution for the organization. Olson's leadership guides the multi-specialty physicians group, ensuring alignment with its mission of providing comprehensive primary and specialty care services. This executive oversees the integration of medical professionals and affiliations with key healthcare facilities like St. Mary's Hospital in Madison, Wisconsin. Olson's responsibilities include driving growth initiatives and maintaining the high standards of patient care that define Dean Health Plan's market presence. The President & Chief Executive Officer ensures that all departments function cohesively to meet the evolving healthcare needs of the region. Stephen Olson's strategic direction is critical for navigating the complexities of the healthcare landscape and solidifying the organization's position as a leading provider of medical services.

    Steven Caldwell - Senior Vice President & Chief Financial Officer

    Steven Caldwell, the Senior Vice President & Chief Financial Officer at Dean Health Plan, commands the financial health and strategic fiscal planning for the entire enterprise. Caldwell oversees all financial operations, including budgeting, forecasting, and resource allocation, ensuring the economic stability of the multi-specialty physicians group and its affiliated entities. This executive's purview extends to managing the financial implications of primary care services, specialty care offerings, and partnerships such as the one with St. Mary's Hospital. The Senior Vice President & Chief Financial Officer plays a critical role in optimizing revenue streams and controlling expenditures, thereby supporting the organization's mission to deliver accessible and high-quality medical care. Steven Caldwell's financial acumen is indispensable for driving sustainable growth and ensuring the long-term viability of Dean Health Plan's operations across Wisconsin. Caldwell's strategic financial management underpins the organization's capacity to invest in medical professionals and advanced healthcare solutions.

    Julie Perez - President

    Julie Perez, the President at Dean Health Plan, drives operational excellence and strategic initiatives across key business units. Perez's leadership focuses on enhancing the delivery of primary care services and specialty medical treatments offered by the multi-specialty physicians group. This executive is instrumental in coordinating efforts between clinical teams and administrative functions, ensuring seamless patient experiences and efficient clinic operations. The President oversees the effective integration of new medical professionals and strengthens the organization's relationships with healthcare partners, including St. Mary's Hospital in Madison, Wisconsin. Julie Perez's strategic oversight is vital for expanding the reach and impact of Dean Health Plan's services throughout the region. By championing innovation in patient care delivery, Perez ensures the organization remains at the forefront of healthcare provision in Wisconsin, supporting the core mission of comprehensive medical management.

    John Haeberle - Senior Vice President Chief Human Resources Officer

    John Haeberle, the Senior Vice President Chief Human Resources Officer at Dean Health Plan, architects the human capital strategy essential for the organization's operational success. Haeberle manages all facets of workforce development, talent acquisition, and employee relations, ensuring a skilled and motivated team of medical professionals. This leadership role is pivotal in supporting the school of medical professionals and the multi-specialty physicians group, fostering an environment conducive to learning and advanced patient care. The Senior Vice President Chief Human Resources Officer oversees programs that enhance employee engagement and retention, directly impacting the quality of services provided across primary and specialty care clinics. John Haeberle's expertise is crucial for aligning HR initiatives with the company's broader objectives, including its affiliation with St. Mary's Hospital. By cultivating a robust organizational culture, Haeberle ensures the sustained delivery of exceptional healthcare services throughout Wisconsin.

    Explore Leadership Teams in Hospitals & Physicians Clinics

    Frequently Asked Questions Regarding Dean Health Plan Top Executives and Leadership Team

    Who leads Dean Health Plan?
    Dean Health Plan is led by Stephen Olson (President & Chief Executive Officer), along with executives such as Steven Caldwell (Senior Vice President & Chief Financial Officer) and Julie Perez (President).
    Who is part of Dean Health Plan’s executive team?
    The executive team of Dean Health Plan includes leaders such as Stephen Olson (President & Chief Executive Officer), Steven Caldwell (Senior Vice President & Chief Financial Officer), Julie Perez (President) and other senior executives.
    How many executives does Dean Health Plan have?
    Dean Health Plan has 4 executives leading key business areas.
    What roles are included in Dean Health Plan’s leadership team?
    The leadership team of Dean Health Plan includes roles such as President & Chief Executive Officer, Senior Vice President & Chief Financial Officer, President, Senior Vice President Chief Human Resources Officer.