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The Problem Is Not Always Effort

Many nonprofit development teams are working hard and still falling short of expectations. They are writing grants, planning events, managing donor communications, preparing board reports, stewarding gifts, updating records, and trying to hit ambitious goals. They are busy. They care. They are carrying more than people realize. So, when results are not where they need to be, the easy move is to look at the development team and ask: Are they doing enough?

This time of year, graduation is everywhere.

Proud parents posting photos. Speeches about new beginnings. Kids in caps and gowns who look both younger and older than seems possible.

Friends of mine were recently sharing they had a whole season of graduations going on – multiple friends and family members crossing thresholds – even the same weekend. A lot of parties and celebrations to be part of.

But I sensed something even bigger might be going on. I said, “This sounds like a big theme in your life right now. What are you yourself graduating from?”

Then another question came to mind.

“And what are you graduating to?” I asked.

These are good questions for leaders, too.

What does your organization need to graduate from?

Nonprofit boards carry enormous responsibility. They safeguard mission, ensure financial integrity, support executive leadership, and steward an organization's future. Yet one of the most important investments a board can make—a strong, intentional board orientation—is often treated as an afterthought or a box to be checked.

I had the opportunity to learn how Disney “onboards” its new cast members. Disney understands something profound about organizational culture: it begins on day one, and it begins with everyone. At its theme parks, every new cast member, regardless of role, begins their journey at Disney University.

Executives sweep streets alongside aspiring entertainers. Future operations leaders work the same orientation sessions as seasonal staff. This isn't about theater. It's about something far more strategic: building a shared foundation of values, language, and culture that unites everyone who represents the brand. The message is clear: You are part of something bigger than your individual role, and we will equip you to uphold it.

I am an avid sports fan and late October through mid-November is the ultimate time of year for me to follow multiple sports very closely. When we think about leadership, our minds tend to go immediately to the notion of an individual who leads others, most often in a business setting. However, what I want to drill down on in this blog is an entirely different aspect of leadership: it is the notion of leading yourself. And sports offer many sterling examples of just that.

I've seen it time and again: nonprofits that aren't deeply connected to the communities they serve miss critical opportunities. Having recently facilitated a community leader forum for a strategic planning project and a community needs assessment, I'm always excited when community leaders are fully engaged and ready to help. I often hear them say, "Thank you for inviting me to participate today; I've learned so much about this organization," "I appreciate the opportunity to provide feedback on this important initiative for our community" and “This is exciting! How can I help?”

A couple years ago, I decided to sign up for my first ever beginner triathlon. Even though I didn’t have a training schedule, I did have an irrational sense of optimism – what else could I possibly need?  Without a plan, I showed up on race day to the start line without goggles and one sock. Unprepared but still optimistic. I can manage a short swim, bike ride, and 5k because I had done those exercises in some form before – how hard could it be?

Needless to say, I found myself struggling to make it through. By the run, I was exhausted and would shamelessly run when there were cheerleaders and spectators and would walk when no one was watching.

I finished, but it was messy.

That experience taught me something important: passion and optimism are great, but without a focused plan and intentional execution, you’ll spend more energy scrambling than succeeding.

The same is true in fundraising…especially at year-end.

Fall marks a season of renewed energy for many nonprofit boards. As members return from summer breaks and settle back into meeting rhythms, there's a natural momentum building toward year-end. This is the perfect time to tackle those important governance priorities that may have been on the back burner—turning the final quarter into your board's most productive and impactful months of the year.

In many fundraising teams, donor stewardship follows a predictable script: a $250 donor gets a thank-you note and an annual report, a $500 donor also receives a quarterly newsletter and so on. While this approach acknowledges generosity, it also keeps donors in a holding pattern—focused on their last contribution rather than future possibilities.

What if stewardship wasn’t just about recognition and acknowledgement? By aligning stewardship with moves management, we can create a dynamic, forward-facing strategy that deepens engagement and drives transformational giving.

The ocean has a funny way of teaching you humility. Several years ago, I decided to tackle a new challenge: surfing. My first foray into the Pacific was less than graceful. Armed with a rented board and a healthy dose of overconfidence, I paddled out with the singular goal of getting beyond those crashing, churning waves.

And fight, I did.

Ever wish you could just hit “reset” on a hectic day? Or on a season of your work that feels heavy, cluttered, and out of focus?

Here’s the truth: your team feels that, too. And sometimes, the best leadership move you can make is to pause, step back, and help everyone realign around what truly matters.