Ep 253: Still Figuring It Out: An Honest Take on People Pleasing and Leadership

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.

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.