Description
Position Overview
The Executive Director (ED) of the Freedom’s Way Heritage Association, Inc. (FWHA) provides visionary, strategic, creative, entrepreneurial, and operational leadership for the organization and serves as the chief steward of the Freedom’s Way National Heritage Area (FWNHA). Reporting to the Board of Directors, the ED is responsible for implementing the organization’s mission and vision, overseeing programs and partnerships across the multi-community region, ensuring compliance with National Park Service (NPS) requirements, managing staff and finances, and strengthening the visibility and long-term sustainability of the Heritage Area.
About the Organization
History and Current:
Freedom’s Way Heritage Association is a nonprofit organization that manages and coordinates the Freedom’s Way National Heritage Area—an interconnected landscape of communities, historic sites, natural resources, cultural organizations, and stories across 45 communities in Massachusetts and Southern New Hampshire. The Association fosters partnerships, supports community/partner heritage initiatives, and promotes the cultural, historical, and natural assets of the region.
The Freedom’s Way Heritage Association was incorporated as a non-profit in 1994 and designated the local coordinating entity for the Freedom’s Way National Heritage Area by the Congress in 2009. One of 62 congressionally designated National Heritage Areas in the United States, Freedom’s Way is a nationally significant landscape where natural, cultural, historical and recreational resources combine to tell a uniquely American story.
FWHA operates on the federal fiscal year, with approximately 93% of its roughly $500,000 annual revenue (2025) provided through the National Park Service Heritage Partnership Program (HPP). FWHA, through careful financial management, has consistently lived within its financial means. Funds for the HPP are allocated through the annual Congressional appropriations process.
Future:
Building on its track record of successfully working with hundreds of partners throughout the region, FWHA and FWNHA will continue to produce high quality programming and initiatives that use the landscapes, histories and cultures of the region to promote the underlying principles of freedom and democracy. Guidance from the Board and partner organizations, through an on-going strategic review, will ensure that the most impactful work remains a priority.
Adding to the framework for evaluating future efforts, in addition to impact, will be the lens of financial sustainability, Over the past year, as the board wrestled with the potential jeopardy of federal funding, the organization has begun to more closely consider the degree to which programs might be supported more directly by funders, sponsors and grants. The organization has reviewed and considered various aspects of membership programs. Recently the potential to produce a revenue generating publication has been discussed. All these options, and others yet to be considered, will be important work in the very near future. Creating a framework for assessing these options and prioritizing the many programs of the FWNHA to make time for this work along with advocacy for continued federal support, will be a major priority in 2026 and beyond.
During 2025, the Board identified the need for review and planning as the organization’s ten-year management plan was drawing to a close. Feedback from members of the Board and its many partners was completed and a preliminary framework for the future established. With this foundation in place, the organization is poised for the next stage of its development providing an exciting opportunity for the next Executive Director.
Other opportunities include enhancing governance processes, board engagement, and the engagement of partners.
Key Responsibilities
Leadership & Strategic Direction
Provide overall leadership in developing and executing strategic plans, annual work plans, and long-term goals for the Heritage Area.
Work collaboratively with the Board Chair and Board of Directors to shape organizational priorities, evaluate progress, and ensure mission alignment.
Represent the organization publicly as a compelling ambassador for the Heritage Area’s values, history, and partnerships.
Develop, assess, and implement critical sources of diverse financial support for the FWHA.
Program Management & Partnerships
Oversee the planning, implementation, and evaluation of all programs, grants, and initiatives within the National Heritage Area.
Build and maintain strong relationships with community partners, municipalities, state agencies, nonprofit organizations, historical and cultural institutions, land conservation groups, and educational entities.
Facilitate collaborative projects that advance preservation, interpretation, stewardship, and regional identity.
Support the development and promotion of interpretive themes, trails, events, and public engagement activities.
National Park Service (NPS) Coordination & Compliance
Serve as the primary liaison with NPS staff and ensure full compliance with federal guidelines, reporting requirements, and cooperative agreements.
Oversee preparation of annual reports, performance metrics, funding requests, and documentation required by the NPS and other funders.
Maintain strong working knowledge of federal heritage area legislation, standards, and policies.
Fundraising, Finance & Administration
Develop and implement diversified funding strategies including grants, governmental support, donor engagement, sponsorships, and earned income.
Prepare and manage the annual budget; ensure responsible stewardship of financial resources.
Oversee financial reporting, audits, and compliance in collaboration with the Board Treasurer and financial staff/contractors.
Manage organizational operations, systems, and policies to ensure effectiveness and transparency.
Staff Management & Organizational Development
Recruit, supervise, mentor, and evaluate staff, interns, and contractors.
Foster a collaborative, respectful, and mission-driven organizational culture.
Ensure organizational capacity and structure support current needs and future growth.
Provide support and guidance to Board of Directors
Communications & Public Engagement
Oversee communication strategies including branding, digital presence, media relations, and public outreach.
Serve as a spokesperson for the organization at regional, state, and national levels.
Promote the Heritage Area’s stories, programs, and achievements to increase public awareness and engagement.
Engage the diverse political and philanthropic leaders throughout the area.
Requirements
Qualifications
Required
Bachelor’s degree in history, public administration, nonprofit management, planning, cultural resource management, or a related field.
Minimum 5–7 years of leadership experience, preferably within a nonprofit, heritage, cultural, conservation, tourism, or community-focused organization.
Demonstrated success in managing programs, budgets, and teams.
Experience with partnership-building and cross-sector collaboration.
Strong communication and public speaking skills.
Proven ability to secure donations, grants and manage funder relationships as well as experience securing and managing grants
Preferred
Master’s degree in a relevant field.
Familiarity with the cultural, historical, and environmental landscape of Massachusetts and New Hampshire.
Knowledge of heritage tourism, community-based planning, or preservation practices.
Personal Attributes
Visionary and strategic thinker with a collaborative leadership style.
Strong relationship-builder and facilitator.
Organized and detail-oriented project manager able to coordinate complex, multi-part projects.
Passionate advocate for history, culture, and regional heritage.
Committed promoter of diversity, equity, accessibility, and inclusion.
Entrepreneurial leader with demonstrated creativity and flexibility.
A good listener
A willingness to act boldly
Comfortable in a variety of settings and willing to do whatever is needed
A firm deadline for applications is March 10, 2026. Applications will be reviewed on a rolling basis. To apply: Submit a cover letter and resume in PDF format to the Search Committee via email only to: Hiring@freedomsway.org. Applications not submitting the letter and resume via email will not be considered. Applicants will be contacted by the Search Committee. No phone calls please.
We are proud to be an Equal Opportunity Employer and are committed to providing a welcoming and inclusive space for all. We believe that a diversity of thoughts, experiences, backgrounds, personalities, and identities helps us think bigger and better, and enables us to reach our goals more effectively. We are committed to building a diverse staff and encourage individuals from all backgrounds to apply.
