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When Good Fundraisers Leave: To the Board Member Who Meant Well

Every fundraiser has worked alongside a board member who genuinely cared about the mission but never quite stepped into the partnership. Not out of indifference. Out of uncertainty, fear, or simply never being shown the way.

This letter is written from the perspective of a fundraiser leaving an organization they loved, to the board member they always hoped would show up differently. It is fictional. But it is not made up.


Dear Board Member,

I want to start with something I should have said a long time ago.

I never needed you to ask anyone for money.

I know that’s what you feared. I know it’s why you stayed a little quieter than I needed you to be, why you stepped back from conversations that felt like they were drifting toward “fundraising territory,” why you sometimes looked at me across a room at an event with that expression that said, “I hope she doesn’t ask me to do something uncomfortable tonight.”

I saw it. I understood it. And I never blamed you for it.

But I am leaving this organization, and before I go, I want to tell you what I actually needed from you. Not because I want you to feel bad. Because the next person in my role deserves better. And honestly, so do you.

I needed you to show up.

Not with a checkbook. Not with a prospect list. Just with your presence, your voice, and your belief. When you walked into our annual event and greeted donors by name, something shifted in that room. People noticed. They thought, if this leader believes in this mission enough to show up on a Tuesday night, I should believe in it too. That is not a small thing. That is everything.

I needed you to open doors.

Not to close a gift. Just to say, “I know someone who should hear about what we’re doing. Let me make an introduction.”

One warm introduction from you would have shortened months of relationship-building on my end. Not because you have magic, but because your credibility travels ahead of you into rooms I cannot enter alone.

I needed you to tell your story.

I know you have a reason for serving on this board. A moment when this mission became personal to you. I heard it once, at an orientation years ago, and it moved me. Donors would have been moved, too. But you kept it to yourself, and the organization lost the most powerful fundraising tool that exists: a leader who believes and is willing to say so out loud.

I needed you to have my back in the boardroom.

Not blindly. Not in ways that weren’t earned. But when the conversation turned to timelines, expectations, and why the numbers weren’t “there yet,” I needed someone at that table who understood that relationships take time. That the ask is only the last 5% of a much longer process. That I was building something real, and that real things take longer than a fiscal year.

Nobody said that. And in that silence, I got the message that the room was measuring me against a standard that had nothing to do with how philanthropy actually works.

Here is what I want you to know, and I say this with nothing but care for you:

Your hesitation was not a character flaw. It was never that. You were asked to step into a role nobody ever properly prepared you for. You were expected to “just know” how to champion a mission, navigate donor relationships, and partner with a fundraising team, without anyone ever sitting with you and saying, “Here is what this actually looks like. Here is what we need from you. Here is how you cannot fail.”

That failure belongs to the system, not to you.

But here is where I have to be honest with you, because you deserve honesty more than comfort:

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When board members stay on the sidelines, donors sense it. Not dramatically. Not in a way anyone could point to and name. But they sense whether the people leading the organization believe in it deeply enough to say so. Your silence did not go unnoticed by the people we were trying to inspire.

And I spent years trying to compensate for that. Trying to build momentum without the organizational alignment that only you could provide. Trying to build donor confidence without the board’s visibility that makes donors feel safe. I worked as hard as I have ever worked, and I still felt like I was pushing something uphill alone.

That is why I am leaving.

Not because I gave up on the mission. Never that. But because I found a place where the board understands that fundraisers do not burn out because of donors. We burn out from a lack of internal partnership.

I am going somewhere where a board member will sit across from me and say, “Tell me how I can help. Not how to fundraise. How to be useful.” Where my CEO will walk into a board meeting and educate the room about what relationship-building really requires, and where the board will listen.

Where I am not alone in this.

I hope you find your way into this work differently with whoever comes next. Not because it will be easy or feel natural at first. But because they will need you in ways I needed you and couldn’t ask for clearly enough.

You do not have to be fearless. You just have to be willing to show up.

That was always enough. It still is.

With genuine respect for everything you care about,

Your Fundraiser


What’s Coming Next in This Series

Letter Three is coming soon, and it may be the most powerful one yet.

It is a letter from a board member who finally got it, written to the CEO who helped them understand their role. It is about what changed, what it cost to wait so long, and what became possible once the partnership was real.

If someone on your board needs to read this letter, share it. If you are a fundraiser nodding along as you read this, pass it to your executive director. And if you are a board member who just felt something, that feeling is your invitation.

If you missed the first letter in this series: When Good Fundraisers Leave: A Letter Series for Nonprofit Leadership, you can find it HERE!

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This is a brilliant book for anyone in fundraising or anyone who wants to make a career in this important and challenging field. Kimberly Dye is a successful advancement leader who has many great stories of how you can turn every contact into a “yes.”

David Drobis Retired Chairman and CEO of Ketchum Worldwide

Wow, just the leadership needed at this time! In a world, where uncertainty shakes us about, environmental disasters come thick and fast and economic progress has slowed except for sales of military equipment, Kimberly is offering us fresh insights into how to make unique sustainable partnerships. Long term partnerships with repeat donations, opportunities for collaborative weaving of multi-layered giving to create a systematic approach to building outcomes that count. This book is a must for my top shelf reads this Spring.

Anne-Marie Coury Community Development Advisor

I’m thoroughly enjoying the first pages of your book, laughing and nodding along as so much of it resonates with my day-to-day work. Your refreshing take and the simplicity with which you address the fear of the ask really struck a chord and aligns beautifully with my work as a MG consultant and advisor, especially when working with Board members who often look like they’d prefer to disappear under the table when we talk about 'the ask'. In fact, I don't even use that term anymore, I actually phrase it much along the same lines as you 'getting to the yes' or sometimes 'getting to the no', which can be equally important!

Simone Plunkett Sr. Consultant, Xponential, Australia

I wanted to congratulate you on capturing the essence of our work. Your words were sincere, authentic, and donor-focused. I plan to use your books with several clients. There isn't a better resource to guide fundraising that I've seen in our field.

Marc Misiurewicz CEO and Founder Empreinte Consulting

The FLCC Foundation held its first-ever Board Retreat. We came prepared with the assigned reading - "Getting to the Yes: A Board Member's Guide to Philanthropic Leadership" by Kimberly Dye, M.S., M.Ed. This book is worth picking up if you serve on a board.

Alissa Shields Board Member, FLCC Foundation Board

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