WesleyLife Executive and Leadership Team

November, 2026

Leadership Overview

WesleyLife has 4 executives leading key functions including marketing, operations, information technology, and financial strategy.

Committed to enhancing independence for seniors, WesleyLife delivers comprehensive home health, hospice, and nutrition services while fostering community well-being through innovative public health nursing and transportation solutions across the region.

Leadership Roles at WesleyLife

  • Chief Financial Officer - Craig Flanagan
  • Chief Operating Officer - Anna Callender
  • Chief Marketing Officer - Amy Hutchins
  • Chief Information Officer - Susan Halterman
  • Craig Flanagan - Chief Financial Officer

    Craig Flanagan, the Chief Financial Officer at WesleyLife, manages the fiscal health and long-term financial planning for all home health, hospice, and nutrition programs. Overseeing budgeting, revenue cycle management, and capital investments, the Chief Financial Officer ensures that the organization maintains the resources necessary to support its mission. This leadership role involves analyzing financial performance to identify opportunities for cost-effective service expansion and operational sustainability. By monitoring economic trends and regulatory changes, Craig Flanagan provides the strategic guidance required to navigate the complex landscape of senior health services. Flanagan collaborates with the board and executive leadership to allocate funds toward critical infrastructure and community-based initiatives. Through disciplined financial oversight, the Chief Financial Officer secures the stability of the organization, allowing for the continued provision of essential care services to individuals wishing to remain independent at home.

    Anna Callender - Chief Operating Officer

    Anna Callender, the Chief Operating Officer at WesleyLife, manages the daily delivery of home health care, transportation, and hospice services. Overseeing clinical operations and service quality, the Chief Operating Officer ensures that all care protocols meet rigorous standards for individuals remaining independent at home. This leadership role involves optimizing resource allocation across various service lines to maintain operational efficiency and high patient satisfaction. By streamlining logistics for transportation and adult day services, Anna Callender directly impacts the accessibility of care for the aging population. Callender collaborates with department heads to implement process improvements that support the mission of the organization. Through rigorous oversight of service delivery, the Chief Operating Officer maintains the operational integrity of the entire network, ensuring that every client receives consistent, high-quality support regardless of the specific service utilized.
    Anna Callender

    Amy Hutchins - Chief Marketing Officer

    Amy Hutchins, the Chief Marketing Officer at WesleyLife, directs all brand positioning and outreach initiatives to expand the reach of home health and hospice services. Overseeing the development of communication strategies, the Chief Marketing Officer ensures that messaging resonates with individuals seeking independent living solutions. This leadership role involves managing public relations and digital engagement to increase awareness of adult day services and nutrition programs. By analyzing market trends, Amy Hutchins identifies opportunities to connect with families across the Midwest, ensuring that the organization remains the preferred provider for aging-in-place support. Hutchins coordinates with the executive team to align marketing efforts with long-term growth objectives, ultimately driving higher enrollment in community-based programs. Through consistent brand management, the Chief Marketing Officer strengthens the reputation of the organization as a leader in senior care and public health nursing.

    Susan Halterman - Chief Information Officer

    Susan Halterman, the Chief Information Officer at WesleyLife, architects the digital infrastructure required to support complex home health and hospice data management. Overseeing cybersecurity and health information systems, the Chief Information Officer ensures that sensitive client data remains secure while facilitating seamless communication between care providers. This leadership role involves integrating advanced technology into daily operations to improve the efficiency of public health nursing and transportation scheduling. By modernizing the technical stack, Susan Halterman enables the organization to scale services effectively across the region. Halterman works closely with the executive team to leverage data analytics for better decision-making regarding service delivery and resource management. Through the implementation of robust software solutions, the Chief Information Officer drives digital transformation, ensuring that the organization maintains a competitive edge in the delivery of technology-enabled senior care services.

    Frequently Asked Questions Regarding WesleyLife Top Executives and Leadership Team

    Who leads WesleyLife?
    WesleyLife is led by Craig Flanagan (Chief Financial Officer), along with executives such as Anna Callender (Chief Operating Officer) and Amy Hutchins (Chief Marketing Officer).
    Who is part of WesleyLife’s executive team?
    The executive team of WesleyLife includes leaders such as Craig Flanagan (Chief Financial Officer), Anna Callender (Chief Operating Officer), Amy Hutchins (Chief Marketing Officer) and other senior executives.
    How many executives does WesleyLife have?
    WesleyLife has 4 executives leading key business areas.
    What roles are included in WesleyLife’s leadership team?
    The leadership team of WesleyLife includes roles such as Chief Financial Officer, Chief Operating Officer, Chief Marketing Officer, Chief Information Officer.