Dear Friends and Supporters,
As Co-Founders of Army Ranger Lead The Way Fund, Mary and I have had the profound honor of serving this organization since its inception 18 years ago. Together with our dedicated team and the unwavering support of donors like you, we have worked to fulfill our mission: supporting the men and families of the 75th Ranger Regiment. Serving as Chairman and Chief Executive Officer, alongside Mary as Program Director, has been one of the greatest privileges of our lives, driven by the courage, sacrifice, and enduring spirit of our son, Sgt. James J. Regan. His legacy continues to guide everything we do.
As we formally transition into the strategic leadership roles of Founder and Senior Advisor, we will remain deeply engaged, supporting the Board and incoming CEO by offering mentorship, guidance, and continuity to ensure a smooth and successful leadership transition. Our commitment to this mission remains unwavering. We are dedicated to preserving Jimmy’s legacy and to serving the Ranger community with the same strength, integrity, and values that have earned the Army Ranger Lead The Way Fund its reputation as one of the nation’s most trusted and highly rated nonprofits.
With heartfelt gratitude, we thank you for your continued belief in our mission. Your support makes everything we do possible, and we look forward to all that we will accomplish together in this next chapter.
Sincerely,
James P. Regan
Co-Founder, Chairman & CEO
Mary Regan
Lead With Purpose – CEO Opportunity
Army Ranger Lead the Way Fund Army Ranger Lead the Way Fund is seeking a visionary Chief Executive Officer to champion our mission of standing with the U.S. Army Rangers of the 75th Ranger Regiment and their families. Founded in honor of Sgt. James J. Regan, we fill critical gaps in care, recovery, and support—ensuring no Ranger ever stands alone.
This is a rare chance to lead a nationally respected nonprofit, expand its impact, and inspire a community of donors and partners dedicated to those who have given so much.
Location: Remote
Apply: On LinkedIn or send resume (and optional cover letter) to [email protected] with subject line ARLWF CEO Search. Applications reviewed confidentially on a rolling basis.
JOB POSTING BELOW
Job Title: Chief Executive Officer
Position Reports To: Board of Directors Army Ranger Lead the Way Fund
Location: Remote
Contact: [email protected]
Organization: Army Ranger Lead the Way Fund
About Army Ranger Lead the Way Fund
Army Ranger Lead the Way Fund, Inc. is a 501(c)(3) nonprofit organization founded in 2008 in honor of Sgt. James J. Regan. Our mission is to serve the U.S. Army Rangers of the 75th Ranger Regiment and their families by providing essential support, financial assistance, and recovery services—filling critical gaps left by the government and the Department of Defense. We are an active-duty casualty and recovery organization that stands by our Rangers during and after service.
We are proud recipients of the United States Special Operations Command’s prestigious Patriot Award for our enduring support of Special Operations Forces, wounded, ill, and injured warriors.
Position Summary:
The Chief Executive Officer (CEO) will serve as the principal leader and ambassador for the Army Ranger Lead the Way Fund. This individual will refine the organization’s strategic direction, lead donor and stakeholder engagement, and drive organizational growth and operational excellence. The CEO will report directly to the Board of Directors and work collaboratively with internal staff, external partners, and military communities to fulfill the mission with purpose and integrity.
Key Responsibilities:
With the Board of Directors develop the strategic vision of the organization and implement that vision aligning with our mission
Refine and execute organizational strategy across all functional areas.
Lead innovative strategies to build the fund by expanding its programs of giving and its financial capacity to do so.
Build and maintain strong relationships with the 75th Ranger Regiment and the Care Coalition, and other military and veteran communities that enhances our work with the Army Rangers
Establish a National Advisory Board comprising influential leaders across sectors.
Lead donor engagement and fundraising initiatives—cultivating individual, corporate, and foundation supporters.
Inspire, foster collaboration, and manage a high-performing internal team with a mission-driven culture.
Oversee full financial operations, including budgeting, forecasting, and cash flow management.
Set clear goals in collaboration with the Board and staff and implement systems for tracking and reporting performance.
Partner transparently with the Board to ensure alignment, governance, and strategic progress.
Maintain and elevate the organization’s brand and national presence.
Lead and oversee a highly committed staff in day-to-day operations.
Coordinate with the Founder(s) their work to align with the strategic direction of the organization.
Qualifications:
Prior experience is preferable in fundraising and development
Demonstrated credibility as a public ambassador and preferably an advocate for military-focused causes. (Army Rangers and their families preferred)
Executive leadership experience with a record of operational and organizational growth.
An “outside the box” vision and a strong commitment to the fund.
Proven ability to lead, recruit, and motivate high-performing, mission-aligned teams.
Strong financial acumen and track record of effective organizational management.
Outstanding communication and interpersonal skills, including public speaking.
High integrity, transparency, and ethical leadership.
Self-starter with a results-oriented mindset and a deep passion for service.
Minimum Requirements
Senior leadership experience preferred in nonprofit management, operations, fundraising, business development where you had to effectively work through others to accomplish goals. Additional experience will be taken into consideration.
Familiarity and experience working with military members, and their families preferred.
Relationships, contacts, or experience with the 75th Ranger Regiment, United States Special Operations Command, Joint Special Operations Command, and/or Care Coalition.
Bachelor’s degree preferred
Willingness and ability to travel.
Compensation & Benefits:
Competitive base salary based upon experience and qualifications.
Full benefits package including health, dental, and vision insurance.
401(k) with company match.
Additional benefits provided.
How to Apply
Interested candidates should submit a resume and optional cover letter to:
[email protected] with the subject line: ARLWF CEO Search.
Review of applications will begin immediately and continue on a confidential basis until the position is filled.
Equal Opportunity Statement
Army Ranger Lead the Way Fund is an Equal Employment Opportunity and Affirmative Action employer. We welcome applicants of all backgrounds and do not discriminate based on race, religion, color, national origin, sex, gender identity or expression, age, disability, veteran status, or any other protected category under applicable law. We participate in E-Verify where required and are committed to providing reasonable accommodation to applicants with disabilities. Army Ranger Lead the Way Fund is a drug-free workplace.
