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

Some sponsorship conversations turn into long-term partnerships. Others quietly disappear after the first meeting. What's the difference?

Managing a team that spans five generations isn't a Gen Z problem. It's a leadership challenge. In this episode, I sit down with Jason Burlingame to talk about the workplace tensions that seem to resurface with every generation and what it takes to lead through them.

I sat down with Dr. Kiki Ramsey, positive psychologist and CEO of the Positive Psychology Coaching and Diversity Institute, to have an honest conversation about DEI that nonprofit leaders need to hear right now. We’re covering what’s changing and how nonprofits can keep building belonging even in a hostile climate.

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 cou...

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.