331: 3 Keys to Great Nonprofit Leadership (Dianne Chipps Bailey)

SUMMARY

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. 

What does it take to lead with purpose and longevity in today’s nonprofit sector? In episode 331 of Your Path to Nonprofit Leadership, Dianne 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. 

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.

EPISODE TOPICS & RESOURCES

• Ready for your next leadership opportunity? Visit our partners at Armstrong McGuire
• The Book of Joy by the Dalai Lama and Desmond Tutu
• Join a Giving Circle with Philanthropy Together
• Want to chat leadership 24/7?  Go to delphi.ai/pattonmcdowell
• Have you gotten Patton’s book Your Path to Nonprofit Leadership: Seven Keys to Advancing Your Career in the Philanthropic Sector – Now available on Audible
• Don’t miss our weekly Thursday Leadership Lens for the latest on nonprofit leadership

330: How to Partner with Family Foundations (Tom Kelly)

SUMMARY

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

What if the key to growing your nonprofit’s sustainability and reach was hiding in plain sight? In episode 330 of Your Path to Nonprofit Leadership, entrepreneur and philanthropist Tom Kelly shares how family foundations, often overlooked or misunderstood, can be powerful allies for nonprofit leaders. He breaks down the misconceptions that keep organizations from building relationships with these under-the-radar funders and offers practical strategies for meaningful engagement. Tom also explores why thinking like a for-profit business is essential to scaling nonprofit impact. Listeners will learn how to use AI to increase fundraising efficiency, how to build multigenerational philanthropic strategies, and why “living your legacy” now is just as important as what you leave behind. 

ABOUT TOM

Tom Kelly is an entrepreneur, Legacy Builder, and Founder of Legacy by Design. He helps high-net-worth families protect wealth, amplify influence, and create lasting legacies. As the founder of Legacy by Design, he empowers first-generation wealth builders to establish Private Family Foundations for tax benefits, financial literacy, and philanthropic impact. With a track record of scaling businesses to 8-figure revenues and raising over $500 million for nonprofits, Tom’s entrepreneurial approach ensures families turn success into significance for generations.

EPISODE TOPICS & RESOURCES 

• Check out Tom’s book Million Dollar Nonprofit
• Who Not How by Dan Sullivan
• Want to chat leadership 24/7?  Go to delphi.ai/pattonmcdowell
• Have you gotten Patton’s book Your Path to Nonprofit Leadership: Seven Keys to Advancing Your Career in the Philanthropic Sector – Now available on Audible
• Don’t miss our weekly Thursday Leadership Lens for the latest on nonprofit leadership

329: Leading with Transformation (Ora Grodsky)

SUMMARY

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

Why do so many nonprofit leaders feel stuck, even when the problem is clear? In episode #329 of Your Path to Nonprofit Leadership, we explore the deeper mindset shifts and systemic insights necessary for meaningful change with Ora Grodsky, author of Justice, Love, and Organizational Healing and the Principal of Just Works Consulting. She shares how you can move your organization beyond a “transactional fix” to a genuine culture shift, and explains the importance of holding space over having all the answers. Learn how to elevate every voice in the room, and approach problems with fresh eyes and shared power. Whether you're navigating change or planning a board retreat, this episode offers practical tools and inspiration to lead with humility, strategy, and humanity.

ABOUT ORA

Ora Grodsky is a mission-driven consultant with over 25 years of experience working with social justice-oriented organizations, guiding change efforts, leading participatory and productive planning processes, and supporting leaders in the service of justice and love. Ora co-founded the AIDS Care Project - at one time the largest holistic clinic in the US - during the early days of the AIDS epidemic. Through these experiences, Ora developed the question “How can we humans work together to create a just and sustainable world while nourishing and sustaining our own lives and spirits?” This question led her back to graduate school at the Harvard Graduate School of Education and onto the path of organizational development. She is the author of the new book: Justice, Love, and Organizational Healing: A Guide to Transformational Consulting.

EPISODE TOPICS & RESOURCES

• Justice, Love, and Organizational Healing by Ora C. Grodsky
• Doppelgänger by Naomi Klein
• Want to chat leadership 24/7?  Go to delphi.ai/pattonmcdowell
• Have you gotten Patton’s book Your Path to Nonprofit Leadership: Seven Keys to Advancing Your Career in the Philanthropic Sector – Now available on Audible
• Don’t miss our weekly Thursday Leadership Lens for the latest on nonprofit leadership

328: From Proposals to Partnerships: What Funders Really Want (Whitney Feld)

SUMMARY

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

What if the best way to secure funding is to stop writing proposals and start building relationships? In episode #328 of Your Path to Nonprofit Leadership, foundation president Whitney Feld offers a fresh perspective on what funders really want. She unpacks the power of bold, relational philanthropy, where trust, humility, and partnership drive investment. She explores why funders are shifting away from transactional models, how to articulate catalytic impact, and why investing in talent is as important as investing in programs. Whitney also addresses the potential of AI in philanthropy, the importance of vulnerability with funders, and the rising tide of collaborative giving. Nonprofit leaders will leave this episode inspired and better equipped to build lasting, transformational funder relationships.

ABOUT WHITNEY

Whitney Feld is the inaugural president of the Bissell Ballantyne Legacy Foundation (BBLF), a private family foundation established by Smoky and Margaret Bissell. She leads BBLF’s grant making across health, human services, and education in Charlotte-Mecklenburg, having built the foundation’s strategic and governance framework from the ground up. Previously, Feld served in regulatory relations at Wells Fargo and spent six years at Foundation For The Carolinas, where she led divisions including Planned Giving and Family Office Partners. She advised FFTC’s most complex donors on philanthropy, legacy planning, and multi-generational engagement. A former special education teacher in Brooklyn, Feld is a passionate advocate for nonprofits, serving on several local boards. She holds degrees from Miami University (BA), Pace University (M.Ed), and Charleston School of Law (JD), and is licensed to practice law in North Carolina.

EPISODE TOPICS & RESOURCES

• Ready for your next leadership opportunity? Visit our partners at Armstrong McGuire
• A Choice of Weapons by Gordon Parks
• Billions of Drops in Millions of Buckets by Steven H. Goldberg
• Want to chat leadership 24/7?  Go to delphi.ai/pattonmcdowell
• Have you gotten Patton’s book Your Path to Nonprofit Leadership: Seven Keys to Advancing Your Career in the Philanthropic Sector – Now available on Audible

327: Banking on Impact: How TowneBank Champions Nonprofit Success (Alice Joyce & Carol Holland)

SUMMARY

Special thanks to TowneBank for their commitment to nonprofit organizations. Learn more about how they can help you at TowneBank.com/NonprofitBanking.

What makes a community bank an essential ally for nonprofit leaders? In episode 327 of Your Path to Nonprofit Leadership, Alice Joyce and Carol Holland explore how genuine relationships, personal service, and community involvement distinguish their approach to nonprofit partnerships. From offering no-cost resources like boardroom space and networking events to specialized banking services designed with nonprofits in mind, they show how banks can be more than just financial institutions but collaborators, connectors, and champions of community impact.

ABOUT ALICE

Alice brings over 20 years of banking experience, helping individuals and businesses—especially nonprofits, healthcare providers, attorneys, executives, and small business owners—achieve their financial goals. She leads a monthly Lunch and Learn series for local nonprofits, providing valuable education and growth opportunities. Alice serves on the boards of WIN (Women in Networking) Uptown and the Executives Association of Charlotte, reflecting her passion for community leadership. A Pittsburgh native, she earned her B.S. in Marketing from Indiana University of Pennsylvania and now lives in Mount Holly with her husband, Kevin.

ABOUT CAROL

Carol brings over 30 years of banking experience and manages a portfolio of over 350 nonprofits and associations in the Triangle, focusing on relationship-building and collaboration. She leads a bimonthly Nonprofit Lunch & Learn and regularly creates opportunities for nonprofit engagement. Carol has deep ties to Raleigh’s nonprofit community, serving on boards including Junior Achievement of Eastern NC, NC Arts in Action, and SAFEchild. She’s also volunteered with organizations like the Salvation Army, Rise Against Hunger, the Food Bank, and Habitat for Humanity. Carol holds degrees from UNC-Chapel Hill and Meredith College and is a graduate of the NC School of Banking.

EPISODE TOPICS & RESOURCES

• Learn more at TowneBank.com/NonprofitBanking.
• Armstrong McGuire
• The People Code by Taylor Hartman and Good Energy by Casey Means

326: 5 Essential Topics Every Nonprofit Leader Should Know (David Rhode)

SUMMARY

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. 

Are you leading with passion but still struggling to build a sustainable nonprofit? In episode 326 of Your Path to Nonprofit Leadership, David Rhode dives into five critical areas every nonprofit leader must master to thrive in today’s challenging environment. From forming authentic corporate partnerships to understanding the long game of branding, you’ll get practical strategies that go beyond theory. Learn how to make AI your secret weapon for efficiency, build a focused KPI dashboard that actually guides decision-making, and prepare for inevitable crisis communications with clarity and confidence. Drawing on lessons from coaching and frontline leadership, this episode is a must-listen for leaders of small to mid-sized organizations looking to grow with intention. 

ABOUT DAVID

In 2005, David Rhode founded, led and scaled Pitch In For Baseball and Softball, a nonprofit organization that increased access to baseball and softball for children in under-resourced communities through the donation of equipment and uniforms. After leaving Pitch In For Baseball and Softball in 2019, David founded Dot Dot Org, a nonprofit consulting firm focusing on CEO mentoring. David teaches Nonprofit Branding and Nonprofit Consulting at the University of Pennsylvania. He is also the Deputy Director at PennPAC, an organization that mobilizes pro bono teams of University of Pennsylvania alumni as consultants to strengthen the nonprofit sector. He is the author of “Passion Isn’t Enough: A Practical Guide for Nonprofit Leaders,” released in November 2024. He and his family now live in New York City.

EPISODE TOPICS & RESOURCES

• Think Again by Adam Grant
• Want to chat leadership 24/7?  Go to delphi.ai/pattonmcdowell
• Have you gotten Patton’s book Your Path to Nonprofit Leadership: Seven Keys to Advancing Your Career in the Philanthropic Sector – Now available on Audible
• Don’t miss our weekly Thursday Leadership Lens for the latest on nonprofit leadership

325: The Strategic Leap: How Nonprofit Leaders Can Scale with Intention (Shilpa Alva)

SUMMARY

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. 

What does it really take to scale a nonprofit while staying true to your mission and avoiding burnout? In episode 325 of Your Path to Nonprofit Leadership, Shilpa Alva shares how her organization, Surge, achieved 70% growth while remaining community-led, women-centered, and globally impactful. Listeners will learn how to build infrastructure before chasing funding, why modular programming enables nimble scaling, and how multiple advisory boards can fuel strategic expansion without overloading core staff. She also discusses how self-care and reflection are essential, not optional, for sustainable leadership. Whether you're in the early stages of growth or navigating a bold, new strategic plan, you’ll gain practical insights on fundraising, board development, and leading with authenticity.

ABOUT SHILPA ALVA

Shilpa’s motivation to start Surge began when she was a child visiting family in India. She saw children her age who didn’t have the luxury of playing; instead, many were fetching water. Even as a seven-year-old child, she saw the inequity. Children should not have to bear this kind of responsibility for their family’s survival. The founding of Surge in 2008 was in response to this essential need, and Shilpa spent increasingly more time in the communities where they work. That is how Surge’s community-led, women-centered model came to be. She listened to and learned from the locals and understood that in order to drive sustainable change, it had to be them driving the agenda on their terms and timeline. Today, a global team of talented staff and volunteers run Surge. And together with local community leaders, they are making a transformational difference.

EPISODE TOPICS & RESOURCES 

• Women Who Run with the Wolves by Clarissa Pinkola Estés
• Ready for a Mastermind?  Go to PMAnonprofit.com/Mastermind 
•  Have you gotten Patton’s book Your Path to Nonprofit Leadership: Seven Keys to Advancing Your Career in the Philanthropic Sector – Now available on Audible
• Don’t miss our weekly Thursday Leadership Lens for the latest on nonprofit leadership

324: Building the Foundation for Nonprofit Success (Patricia Glass)

SUMMARY

This episode is brought to you by our friends at Armstrong McGuire & Associates. Whether you’re looking for your next leadership opportunity, or your organization needs an interim or permanent leader, they can help. Learn more at armstrongmcguire.com.

Are you building your nonprofit on passion alone, only to find yourself overwhelmed, under-resourced, and unsure how to move forward? In episode #324 of Your Path to Nonprofit Leadership, Patricia Glass shares her deeply personal journey from grief to grassroots leadership, revealing the hard-won lessons behind starting and sustaining a nonprofit. Drawing from her own missteps and her work with other founders at Flourish Nonprofits, she outlines the critical elements every startup nonprofit needs: clear community alignment, operational structure, and the right board—not just friends and family. She challenges listeners to replace competition with collaboration and offers practical guidance on evaluating need, communicating expectations, and building a culture of accountability. Whether you're just starting out or seeking to grow with purpose, this episode is a powerful reminder that heart alone isn’t enough—strategy and community are essential.

ABOUT PATRICIA

Patricia Glass has been a cornerstone in community development in Tyler, Texas. Growing up in a background marked by poverty, she learned early the transformative power of community aid, which ignited her passion for advocacy and led to the creation of Flourish—a hub designed to empower nonprofits, entrepreneurs, and small businesses. Holding certifications in Nonprofit Management and Advance Nonprofit Management from UT Tyler and being recognized as a Certified Nonprofit Professional, Patricia’s involvement extends beyond leadership. She actively serves on various boards and committees and is a nonprofit founder. She dedicates herself to building a space where individuals and organizations can connect, grow, and find the resources to succeed. 

EPISODE TOPICS & RESOURCES 

• The Art of Gathering by Priya Parker
• Want to chat leadership 24/7?  Go to delphi.ai/pattonmcdowell
• Ready for a Mastermind?  Check it out at PMAnonprofit.com/Mastermind
• Don’t miss our weekly Thursday Leadership Lens for the latest on nonprofit leadership

323: Unlock the Unrestricted Gifts You Deserve (Sherry Quam Taylor)

SUMMARY

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. 

If your organization is stuck chasing small, restricted gifts through events, sponsorships, or appeals, it’s time for a mindset shift. In episode #323 of Your Path to Nonprofit Leadership, Sherry Quam Taylor reveals why general operating support isn’t as elusive as many believe, and how fundraisers can confidently lead donors to their best, most flexible gifts. She breaks down how to stop defaulting to transactional fundraising, how to engage board members and CEOs in authentic donor relationships, and why knowing your numbers is essential to making a compelling case. You’ll learn how to move donors from “project-only” thinking to true investment in your mission. This episode is a must-listen for nonprofit leaders ready to align their time with transformational fundraising and finally unlock the unrestricted gifts they deserve.

ABOUT SHERRY

Sherry Quam Taylor works with business-minded Nonprofit CEOs whose Strategic Plans require expansive budgets and larger amounts of unrestricted revenue for growth and infrastructure. As a result of learning her methodology, Sherry’s clients become sustainable, diversify revenue, and know how to add significant amounts gen-ops revenue to their budgets. But mostly, their development departments and boards transform into high-ROI revenue generators – aligning their hours with relational dollars and are set free from time-consuming transactional activities like events, appeals, and campaigns. Sherry attributes the success of her business to her passion for modeling radical confidence to the future CEOs in her house - her two college-aged daughters.

EPISODE TOPICS & RESOURCES

• The 2-Hour Cocktail Party: How to Build Big Relationships with Small Gatherings by Nick Gray
• Want to chat leadership 24/7?  Go to delphi.ai/pattonmcdowell
• Have you gotten Patton’s book Your Path to Nonprofit Leadership: Seven Keys to Advancing Your Career in the Philanthropic Sector – Now available on Audible
• Don’t miss our weekly Thursday Leadership Lens for the latest on nonprofit leadership

322: How Can You Make Your Nonprofit’s Message Stick? (Salvatore Manzi)

SUMMARY

Special thanks to TowneBank for bringing these conversations to life, and for their commitment to strengthening nonprofit organizations. Learn more about how they can help you at TowneBank.com/NonprofitBanking.

Why do even the most passionate nonprofit leaders struggle to cut through the noise and communicate a message that truly inspires action, and what can they do to make it stick? In episode 322 of Your Path to Nonprofit Leadership, leadership communication coach Salvatore Manzi shares powerful, practical strategies to help leaders develop presence, inspire trust, and communicate with impact. He introduces key frameworks including “project confidence, command attention, inspire trust,” the “You-Then-Me” approach for difficult conversations, and the “humble brag” formula for sharing accomplishments without sounding boastful. Learn how to build a shared story vault to unify your team’s messaging, prepare for crisis communication with clarity, and transform your storytelling into a tool for deeper engagement and fundraising success. Whether you're an introvert or an experienced public speaker, this episode offers essential communication tools every nonprofit leader can use to rise above the noise and make their message truly resonate.

ABOUT SALVATORE

Salvatore Manzi is a leadership communications coach, speaker, and facilitator helping nonprofit leaders amplify their message and impact. With over 20 years of experience coaching executives, scientists, and investment officers, he brings research-driven strategies to organizations like Habitat for Humanity, United Way, and REDF. Studying the psychology and neuroscience of communication, Salvatore has developed proven frameworks to help leaders inspire action, build trust, and engage donors, teams, and boards with greater clarity and confidence.

EPISODE TOPICS & RESOURCES 

• How to Tell a Story: The Essential Guide to Memorable Storytelling from the Moth by The Moth, et al. 
• Want to chat leadership 24/7?  Go to delphi.ai/pattonmcdowell
• Have you gotten Patton’s book Your Path to Nonprofit Leadership: Seven Keys to Advancing Your Career in the Philanthropic Sector – Now available on Audible
• Don’t miss our weekly Thursday Leadership Lens for the latest on nonprofit leadership