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3 Keys to Great Nonprofit Leadership (Dianne Chipps Bailey)

August 27, 2025

Armstrong McGuire IMI

Special thanks to Armstrong McGuire for bringing these conversations to life, and for their commitment to strengthening leadership throughout nonprofit organizations. Learn more about how they can help you at ArmstrongMcGuire.com.


1701470110588What does it take to lead with purpose and longevity in today’s nonprofit sector? In episode 331 of Your Path to Nonprofit LeadershipDianne Chipps Bailey shares three essential practices for sustaining strong leadership: diversifying revenue beyond institutional funders, building authentic board engagement rooted in trust and structure, and prioritizing self-care for long-term impact. Drawing from her legal and philanthropic background, Dianne outlines how nonprofit leaders can unlock transformational gifts from individuals and families, advocate for employment agreements and sabbaticals, and model healthy leadership habits. She also emphasizes the growing power of women in philanthropy and the importance of creating a personal board of advisors. 

 

"Sustainable nonprofit leadership starts with diversifying revenue, strengthening board trust, and prioritizing your own well-being."


ABOUT DIANNE

Dianne Chipps Bailey is Managing Director and National Philanthropic Strategy Executive for Philanthropic Solutions at Bank of America Private Bank. Dianne and her team deliver customized consulting and advisory services on topics including strategic visioning, mission advancement, high-impact grant making, leadership development, governance and board dynamics. Her professional passion is empowering donors and nonprofit leaders to create meaningful and enduring change. She enjoys sharing what she’s learned about best practices and trends in philanthropy. Her insights have been featured in Axios, Barron’s, Business Insider, Fortune, The Washington Post and The New York Times, among other publications. She has served on and led many nonprofit boards and is a passionate advocate for women’s leadership, currently serving as chair of the Women’s Philanthropy Institute national council.


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