Take Five: Leading Your Nonprofit with Curiosity

A Q&A with Joel Kessel on Building Trust, Navigating Conflict, and Overcoming Boardroom Silence

We had the opportunity to talk with our Take Five Nonprofit Conference keynote speaker, Joel Kessel, about his topic around “Extraordinary Leadership.”  We cover the mindset shift to curiosity, what the “extra” means in extraordinary, and the benefits of leaning into conflict, among other things. Have a read and come prepared to have an honest conversation about extraordinary leadership at our conference on May 12.

Building Trust, Navigating Conflict, and Overcoming Boardroom Silence at the Take Five Nonprofit Conference

Learn more and register for the virtual Take Five Nonprofit Conference on May 12!

Q: We often hear that curiosity is a “soft skill.” Why are you calling it the “tip of the spear” for nonprofit leadership?

Joel: We’re in a new era of uncertainty. If you’re leading based on assumptions or trying to have all the answers, you’re going to get stuck, or worse, burn out. I don’t believe curiosity is soft; it can be a powerful tool. When you put curiosity at the tip of the spear, you’re opening a new world of opportunities for collaboration, healthy debate, and ideas. Replacing those “yes or no” questions — that sometimes shut people down and prevent further engagement — with open-ended inquiries, you begin to break down self-limiting beliefs and actually foster innovation. If you want to engage a stagnant board meeting or further develop a staff member, start being more curious.

Q: You mention “leaning into conflict” as a service. Most people want to run the other way. How is conflict productive?

Joel: I always ask rooms of people, “Who here loves conflict?” and maybe one person raises their hand just to be funny. But here’s the thing: in a healthy organization and among healthy teams, conflict isn’t a shouting match. It’s an environment of trust. It’s about your team feeling confident enough to share a differing opinion without fearing retribution. Leaning in and asking the difficult “curious” questions allows the conversation to go deeper and engages that individual or team in a way that helps them to be more problem solvers who are part of the solution.

Q: How does this curiosity mindset actually change the results in something like fundraising?

Joel: It forces you to ask different questions about donor engagement. Instead of doing what we’ve always done, curiosity asks, “What would happen if we approached this top donor differently?” It unlocks potential because you aren’t just hitting a “send” button on a campaign; you’re intentionally influencing the strategy through new thinking and perspectives.

Q: What do you do when you’re met with “crickets” in the boardroom after asking for input?

Joel: We’ve all been there. You ask, “Does anyone have any questions?” and… nothing. To change that awkward silence, simply switch to open-ended questions. Stop asking, “Do you agree?” and start asking, “What impact would it have on our mission if we moved in this direction?” That simple switch forces engagement. You’re not giving them the easy way out with a “yes” or “no.” You’re empowering them to engage further, share their opinion, and uncover solutions you might not have seen.

Q: Can a leader really build resilience by admitting they don’t have the answers?

Joel: I do it all the time. It’s the free pass and the grace I give myself to prevent frustration, negative self talk, and burnout. There’s strength in being vulnerable, especially in a difficult period. When you stand before your staff and admit, “I don’t know, but we’re going to figure this out together,” you’re being honest. That honesty is what encourages the rest of the team to step up and act with boldness. It begins to move the team from confusion to clarity.

Q: How can I tell if my team is just unmotivated or if they’re actually just confused?

Joel: I believe it comes down to passion for the mission. A confused team member still has that passion; they’re coming to you with questions and maybe some frustration because they want to do the job right. But a complacent team member? I believe they’ve lost their “why.” They’re just punching the clock. And it’s likely a sign that they’re quiet quitting. Curiosity is the bridge for the confused; it provides the confidence they need to navigate uncertainty.

Ready to Lead Beyond the Ordinary?

The uncertainty we experience requires the boldness to be extraordinary. If you’re ready to stop settling for “crickets” and start fostering a culture of trust and collaboration, join me at the Brady Ware Take Five Nonprofit Conference. In my workshop, “Becoming an Extraordinary Nonprofit Leader,” we’re going to get into the “extra” work—unlocking that curiosity-first mindset, leaning into productive conflict, and using vulnerability to drive your mission forward. I’ll see you there.

Register today to secure your spot and gain the clarity needed to lead your team from confusion to high-impact growth.

 

Joel Kessel

Joel Kessel

Executive Coach
Kessel Strategies

About the Author

Joel Kessel is an executive coach and strategic advisor who helps nonprofits increase their impact through peer group executive sessions and one-one coaching, board and team retreats, and leadership development. Joel has spent his entire 25+ year career deeply connected to the nonprofit community. He has worked inside and advocated on behalf of nationally recognized organizations including the National Multiple Sclerosis Society, Ronald McDonald House Charities, AirLifeLine, and the National Runaway Safeline, as well as numerous Ohio-based organizations including the Charitable Healthcare Network, Habitat for Humanity, Van Wert Performing Arts Foundation, and the Center for Disability Empowerment.

For more information, visit Kessel Strategies.

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