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Nonprofit leaders are known for wearing many hats—budget balancer, community builder, last-minute-slide-deck-finisher, professional schlepper—but the hat we too often leave on the shelf is the one labeled “curiosity captain”. Whether it's embracing AI, reimagining donor stewardship, or treating events as more than just logistical nightmares lifts with a side of lukewarm veggie trays and sweaty cheese cubes, we sometimes meet new ideas with hesitation or quiet resistance.

It’s time for a reset—not of our strategy, but of our attitude. Because—gulp—we might just be the problem. And that’s uncomfortable… but also incredibly fixable. What if we chose curiosity over fear, and open-minded exploration over the comfort of our preconceived notions? These shifts aren’t detours from our mission—they’re invitations to deepen and expand it. And spoiler: we don’t need to have all the answers to get started. We just need to be willing to ask better questions and create space for curiosity.

Early in my career, I was given a copy of a book which my experienced colleague at the time said would “be the basis for your success.” The book was Designs for Fund-Raising by Harold J. Seymour. Harold (Si) Seymour is considered one of the founding fathers of modern fundraising. His book, originally published in 1966, established many fundamental concepts that still form the backbone of fundraising practice today.

For me, these are the key aspects that remain relevant:

1. The emphasis on relationship-building rather than simply asking for money
2. The importance of thorough planning and strategic campaign design
3. Understanding donor psychology and motivation
4. The cultivation cycle for major gifts
5. The concept of donor stewardship

As we move through the year, nonprofit leaders need to ask themselves: Are we where we hoped to be? These check-ins are about more than forecasting—they are a strategic opportunity.

These are opportunities to not just to evaluate results, but to ask deeper questions about direction, adaptability, and mission alignment. As Tod Bolsinger writes in Canoeing the Mountains, leadership today is no longer about mastering well-worn paths. It’s about stepping into the unknown, “off the map,” where the old tools don’t work, and the terrain requires new vision, vulnerability, and innovation.

Whether you’re ahead of pace or navigating unexpected challenges, this is your opportunity to drop the oars, stop paddling harder in the wrong direction and begin adapting to the real terrain ahead.

The Headwinds

Turmoil and uncertainty leave nonprofit volunteers and staff at a loss. Should we launch our campaign? Should we pause our campaign? What about our annual fund? Where do we go from here where “here” keeps shifting?

“We are going to keep seeing patients. Today, that’s our job. To just keep seeing patients.”

A CEO of a large mental health organization said this to me recently regarding how they are navigating the uncertain federal and state funding waters right now.

She mentioned this as we are launching a strategic planning process with her staff and board.

But one might wonder how can any organization create a strategic plan if they don’t know which end is up right now?

Is a capital expansion project included in your blueprint for growth? Whether a new facility, a refresh or update, or an addition, here are three early wins that should be considered now as the organization prepares for a capital campaign in the future.

Does culture really eat strategy for breakfast? Peter Drucker's famous quote underscores a fundamental truth: even the most brilliant strategic plans will falter if the organizational culture doesn't support them. But “culture” and “strategy” are not mutually exclusive. In fact, we need to be strategic about culture too.

As we turn the page on the calendar and step into a new year, nonprofit leaders everywhere are greeted with a world of opportunity. The new year is more than just a fresh start; it’s a chance to reflect, reimagine, and reignite our passion for the causes we serve.

Nonprofit leaders are often unable to get their board and staff more actively involved in fundraising. For as long as I can remember this has been a popular topic for round table discussions, webinars, conference sessions and more. Suggested solutions often include establishing “give and get” requirements; better/more training; team competitions; clearer expectations; offering rewards and incentives; and more.

TRUST. Such a heavy word! You know it when you feel it and you also are very aware when it is not present with someone or in a certain situation. I bet just reading that caused you to tense up and maybe even sweat.