Nonprofits Are Messy: Lessons in Leadership | Fundraising | Board Development | Communications

For a long time, Glennda Testone’s people-pleasing nature shaped – and sometimes complicated – her leadership. In this honest, personal solo episode, she shares her journey from people pleaser to recovering people pleaser. Plus, five practical strategies for leading well when you’re wired to make everyone happy.

Think of finding the right CRM like matchmaking – it takes time, self-awareness, and knowing what you actually need versus what just looks good on paper. Glennda Testone sits down with Julia Gachenbach of DonorPerfect to walk through the do’s and don’ts of the matchmaking process to help your organization find the right fit.

What if the rules we’ve built our sector around are actually holding us back? I sat down with author, blogger, and nonprofit rabble-rouser Vu Le to dig into the uncomfortable truths behind his new book, Reimagining Nonprofits and Philanthropy, and why the sector’s greatest threat may be its own suppressed imagination.

When crisis hit Minneapolis, nonprofit leaders and neighbors didn’t wait for rescue. In this episode, Emilia Gonzalez Avalos of Unidos Minnesota shares what it took to build a rapid-response infrastructure, protect communities, and turn terror into collective action.

In a nonprofit, revenue often feels uncertain. But here’s the secret: financial resilience isn’t luck – it’s strategy. In this episode, Glennda Testone and Bethany Maki of Progressive Multipliers explore how nonprofits can build independent revenue, diversify funding, and strengthen long-term sustainability.

Strategic planning doesn’t have to be expensive, exhausting, or end up on a shelf. In this episode, Glennda Testone talks with Sophia Shaw and Adam Wolford of PlanPerfect about a smarter, more accessible approach to nonprofit strategic planning – especially for small to mid-sized organizations.

In this episode, I’m joined by my wife Eileen Opatut, a volunteer fundraiser who landed a yes on her first major ask! Together, we break down what actually works and walk through the real mechanics of successful fundraising.

Nonprofit leaders aren’t burning out because they’re incapable. They’re burning out because we’re not setting them up for success. In this episode, I make the case for why leadership development is not optional – and why investing in leaders is one of the most powerful retention strategies our sector has.

In this episode, Glennda and I reflect on what last year revealed about leadership–and what must change going forward. From adaptive leadership to intentional planning to shared power and long-term thinking, this conversation explores how nonprofit leaders can move beyond reaction and lead with clarity, resilience, and purpose in the year ahead.

When the relationship between a board chair and CEO is strong, it can transform an entire organization, but most nonprofit leaders aren’t taught how to build it well. Girl Scouts of the USA’s CEO Bonnie Barczykowski and Board President Noorain Khan join Glennda to share exactly how they created a high-trust, high-impact partnership from day one.

2025 felt like a year when everything became more and harder. More crises. More fear. More civic strain. More communities under pressure. And yet – more leadership, too. In this episode, Glennda connects with Darlene Nipper, President of the Rockwood Leadership Institute, for a grounded look at what leadership truly looked like in 2025. Darlene shares what she and her team witnessed across the country: communities organizing, mutual-aid volunteers pivoting to meet urgent needs, families creating rapid-response communication networks, and leaders of small organizations adapting and strategizing for the future. This wasn’t leadership from the podium. It was leadership from the sidewalk, school hallway, boardroom, and living room. Together, Glennda and Darlene talk about what broke, what held, and what grew stronger this year:  How democracy became a shared responsibility, not just a political concept What “leading from the inside out” looks like in high-pressure environments Why the long view and the short view have to coexist What nonprofit leaders need to prioritize amid uncertainty And through it all, one truth kept surfacing: leadership is no longer reserved for the chosen few. It is happening everywhere, often in people who never expected to step into the role. Whether you lead a nonprofit, neighborhood group, faith community, or simply your own family, this episode offers clarity on what your leadership means right now, and what it needs next. TUNE IN TO LEARN: How 2025 redefined who counts as a leader: This year showed us that leadership doesn’t just come from titles or org charts – neighbors, parents, volunteers, and everyday people stepped in where systems fell short. Why democracy became a litmus test for leadership this year: In 2025, leaders weren’t just asked to run programs. They were asked to choose whether to protect democratic values or remain silent as they eroded. How easy on-ramps – rather than professional gatekeeping – brought more people into meaningful action: Grassroots movements gained momentum because people could simply show up, proving accessibility is what fuels community power. What nonprofit leaders need to prioritize amid uncertainty: From pivoting quickly to listening deeply, this episode breaks down the practices that helped organizations stay grounded and effective. How leaders are thinking ahead while addressing immediate crises: Even while navigating fires, funding losses, and political turmoil, visionary leaders shifted into long-view strategy – imagining a future they may never personally see. KEY QUOTES: “I think this notion of leadership is this far-off behavior or category of people that's not us, totally is a thing, you know, and it's like – no, actually it is all of us.” - Darlene Nipper “I do think this moment is calling a lot of people into leadership in ways that are really motivating.” - Glennda Testone “So money should not be a problem. You know? That should not even be an issue. If we believe in the work, we need to give it away is such a level that people are just not even leaders are not even thinking about where the money is going to come from.” - Darlene Nipper “Listen to your constituents, your community, your people, and come out with what you know, because your role, your place, your space is very unique to you and the work that you're doing.” - Darlene Nipper ABOUT GUEST: With over 25 years of leadership and advocacy experience, Darlene Nipper joined Rockwood as a trainer in 2012 and now serves as CEO. Darlene’s knowledge of the challenges facing leaders and the practices required for effective leadership is informed by her own background at a range of organizations. She has held key leadership roles in nonprofit and social justice organizations, as well as city government and foundations.  Darlene previously served as the executive director of the BET Foundation, and as the chief operating officer at National Alliance on Mental Illness (NAMI), during which time she founded NAMI’s Multicultural and International Policy Center. She is the former director of LGBT Affairs in the Executive Office of the Mayor of D.C., and the 2024-25 Visiting Senior Fellow for Movement Infrastructure and Explorations at the Freedom Together Foundation. A native Washingtonian, Darlene is an ordained interfaith minister, and practices mindfulness meditation, deep presence, and living joy. RESOURCES: Darlene Nipper LinkedIn Rockwood Leadership Institute Glennda Testone LinkedIn Nonprofit Leadership Lab DRG Talent Consulting Experts Joan Garry’s Guide to Nonprofit Leadership – 2nd Edition by Joan Garry FREE WORKSHOP: Let’s Build the Nonprofit Board of Your Dreams! FREE WORKSHOP: The 5 Practices of Outstanding Nonprofit Leaders Music by Jukebox the Ghost Disclosure of Material Connection: Some of the links in the post above are “affiliate links.” This means if you click on the link and purchase the item, I will receive an affiliate commission. Regardless, I only recommend products or services I use personally and believe will add value to my readers. I am disclosing this in accordance with the Federal Trade Commission’s 16 CFR, Part 255: “Guides Concerning the Use of Endorsements and Testimonials in Advertising.” Sponsored By DonorPerfect DonorPerfect provides nonprofits with powerful fundraising tools to drive success. Built on a foundation of integrity and innovation, the company prioritizes its clients over investors, cultivating a culture of collaboration, continuous improvement, and a commitment to making a difference. Check out their resource(s) below. 2026 Fundraising Calendar Design Tips for Nonprofits  A Fundraiser’s Guide to Donor-Advised Funds Sponsored By DRG Talent Consulting Experts DRG is a talent advisory group helping nonprofit organizations to identify, attract, and nurture innovative, diverse leadership. Our team of 40+ experts serves over 200 nonprofits a year of all sizes and in various sectors across the country. Learn more at drgtalent.com. Check out their resource(s) below. Interviewing with Reduced

Nonprofits aren’t “less than” – they’re labs for modern leadership. I’ll share 8 nonprofit lessons corporate leaders need now.

Your budget isn’t just rows on a spreadsheet–it tells a story. I’ll explain how a goals-first budgeting process reduces friction, fuels creativity, and helps everyone in your organization pull in the same direction.

We say we “know” our neighbors, but do we really talk to them? Army vet and civic entrepreneur Garrett Cathcart joins Joan to share a hopeful, doable model for bringing people together across differences. If you’ve been craving belonging (and a practical path forward), this episode will give you tools and hope.

Erica Fortescue joins Glennda to debunk the myth that ADHD is a flaw at work. With simple, brain-based tools and strategies nonprofit leaders can turn friction into flow and build high-functioning, neuroinclusive teams.

People-powered fundraising isn't rocket-science, but it does take intention, bandwidth, and smart systems. Listen in as Vivian Chang shares how your grassroots, small-donor dollars can stabilize your revenue, build ambassadors for your organization, and align your funding with your mission.

AI can feel overwhelming until you make it practical. Darian Rodriguez Heyman and Cheryle Contee join me to discuss their new tactical field guide, AI for Nonprofits. Discover how your organization can adopt AI responsibly and free your staff to do more human work.

Too many Development Directors feel like failures if they don't hit their revenue numbers — even when circumstances are beyond their control. In this episode, I explore why this mindset is harmful and what nonprofits can do to redefine success.

Donor-Advised Funds (DAFs) are booming—but most nonprofit leaders still find them confusing or inaccessible. In this episode, Mitch Stein from Chariot joins Glennda Testone to bust common myths, explain how DAFs work, and share how both donors and nonprofits can make the most of them.

Succession planning gets treated like a worst-case scenario when it should be a regular part of nonprofit leadership. In this episode, Glennda and I get candid about our own transitions—and what we wish we’d known sooner.

Whiplash. That’s how it feels to lead a nonprofit right now. Executive coach, Alex Love and Glennda Testone explore how leaders can stay grounded, care for their teams, and hold onto their mission through constant change.

In a time when many nonprofits fear losing that very status, we are celebrating wins as a reminder that progress and possibility still exist. Glennda Testone and I share the stories and sparks that are refueling our own leadership and hopefully, yours too.

Attracting top talent to your nonprofit isn’t about luck—it’s about alignment. Talent search expert, Omar Lopez shares what it takes to find (and keep) the right people in today’s competitive hiring landscape.

What if a capital campaign could be your nonprofit’s ticket to long-term growth? Fundraising expert Amy Eisenstein joins the podcast to bust common myths and share practical insights from decades of experience. From feasibility studies to board engagement, she lays out what it really takes to run a successful campaign—no wealthy board members required.

Many nonprofit leaders feel like they’re just one mistake away from being “found out.” Even experienced executives, including myself, wrestle with that nagging voice of doubt, especially in moments of high visibility or pressure. But instead of letting imposter syndrome win, here are 6 tangible strategies.

Nonprofits are under attack in 2025—from hostile federal policies, harmful public misconceptions, and risk-averse boards. Glennda Testone and I urge nonprofit leaders to push back, speak up, and lead with boldness and creativity. Despite the challenges, we spotlight moments of hope and courage from organizations stepping up to protect communities and sustain impact.

What if challenging times are invitations to redefine what matters most? Michael Hyatt shares what helped him redefine success, and find a fulfilling way to live and lead.

The nonprofit sector is under attack. But, there’s hope. In this episode, Glennda Testone and I talk with Amol Sinha about the unique harms facing nonprofits and how we can all take action to protect our missions.

Nonprofit leadership can be deeply meaningful—and deeply exhausting. In this powerful conversation, Glennda Testone and trauma specialist Mariam Habib explore what it takes to sustain yourself while serving others. From setting boundaries to building resilience, this episode is a roadmap for leading with purpose and preserving your well-being.

Work can be a source of joy and fulfillment—but only if we feel connected. In this episode, Dr. Tracy Brower unpacks why we’re feeling more isolated than ever—and what leaders can do to build workplaces where people actually feel like they belong.

Disability is not a niche issue—it’s a reality for 60 million Americans. Yet, systemic bias and stereotypes continue to exclude people with disabilities from conversations about inclusion. In this episode, Nancy Smith of Activating Change shares practical steps nonprofits can take to build truly accessible and equitable spaces.

Three fearless nonprofit leaders share what drives them, how they navigate burnout, and the vision that keeps them going. Tomik Dash, Laura Carmichael, and Adrienne McCue are breaking barriers and sharing their stories that prove that small but mighty nonprofits are changing lives every day.

From the Atlanta spa shootings to ongoing challenges, Deepa Iyer highlights the critical need for infrastructure, relationship-building, and centering the voices of affected communities in times of crisis.

Whether you’re grappling with turbulent times or striving for greater impact, these strategies will help you navigate 2025 with clarity and purpose. Join me for a conversation that will leave you inspired, equipped, and ready to take on the year ahead. Let’s buckle up and face this journey together.

Nonprofit leaders often feel overwhelmed by endless tasks, but project management guru, Christie Machorek, shares insights about how to transform chaos into clarity. With simple strategies like celebrating wins and debriefing after projects, she shows how to create systems that free up time to focus on what truly matters.

I sit down with Glennda Testone, CEO of the Nonprofit Leadership Lab, to unpack personal and professional lessons from 2024. Together, we discuss navigating change, embracing resilience, and how nonprofit leaders can strengthen their organizations for the challenges ahead.

Bianca Anderson and Lamisa Mustafa join me in a conversation about shifting the stereotypes and misconceptions about Gen Z. Whether you're grappling with workforce challenges or striving to lead inclusively, this episode will equip you with insights and tools to turn generational differences into an asset.

Iara Peng guest appears on the podcast to discuss redefining philanthropy, what her company Just Fund is doing to equalize and simplify giving, and the one word that moves money.

Seth Chalmer’s insights on crisis management will help you navigate today’s challenging social landscape as a nonprofit leader. This conversation gives tools to spark valuable conversations that can create clarity and confidence the next time your organization faces a hot-button topic and needs to respond.

Nonprofit Leadership Lab CEO, Glennda Testone, and Parisa Parsa explore how nonprofit leaders can have productive conversations amidst polarization and division. Parisa shares practical strategies for addressing power dynamics and leading productive conversations across differences.

Jamila Hodge and Mikaela Levons from Equal Justice USA join the podcast to discuss the challenges and strengths of fundraisers of color. We explore how race, white supremacy power dynamics, and lived experiences shape their approach to fundraising and leadership.

I sat down with Michael Thatcher, CEO of Charity Navigator, to explore how nonprofits can use data to build trust with donors and move beyond the outdated focus on overhead. Michael shared valuable insights on how nonprofits can better engage donors, make the right asks, and thrive in today’s challenging giving environment.

Seth Godin, the marketing GOAT, shares a fresh, transformative approach to nonprofit marketing. He reveals how understanding and aligning with your donors' emotions can significantly enhance your strategy.

One-third of all nonprofits fail within 10 years, and 30% of the 1.5 million nonprofits in the U.S. have budgets under $100,000, putting them at significant risk of failure. To address this challenge, Scott Curran, CEO of Beyond Advisors, shares his expertise on how growth-stage social impact enterprises can strengthen their core, define their unique value, and strategically scale. This episode offers nonprofit leaders practical advice to ensure long-term sustainability and maximize their impact.

In this episode, Glennda Testone and I dive into real-life scenarios where we've had to make tough decisions and say no. Our intimate conversation offers practical tips on navigating common leadership challenges with confidence and diplomacy.

Allison Fine and I discuss the need to transform nonprofit fundraising from a transactional to a relational model, leverage technology to build meaningful donor relationships, and create a more sustainable and joyful fundraising environment.

Like me, Claire Babineaux-Fontenot moved from the corporate world to the nonprofit sector with zero previous experience in nonprofit work. In this episode, she shares her inspiring story of how and why she shifted her focus to step into her most impactful work yet.

The nonprofit sector has a serious PR problem that impacts its ability to garner adequate support. Nonprofit leaders have a powerful opportunity to be ambassadors and advocates for the sector as a whole. In this episode, I make a poignant call to action for nonprofit leaders everywhere to rally to the side of saving public perception of the important work they do.

Let’s discuss collective nonprofit power - what it is, what it isn’t, and what the nonprofit sector could do to harness it. To do more good in the world, we need to stand in our collective power which includes, ironically, taking a seat at the table.

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