Blog

Sharing insights, strategies and inspiration you can use right now.

This is where I share strategies, action steps, and ideas for scaling major gifts, and answers to questions that matter most right now. 

Trent Thompson Trent Thompson

Building a Culture of Philanthropy Around Major Gifts

This is for major gift officers, development directors, and executive directors who are carrying the weight of donor relationships alone inside their own building. After reading this, you'll be able to describe what a culture of philanthropy looks like in practice, name everyday behaviors that build or erode it, and start one simple internal habit that spreads donor-centered thinking beyond the development office.

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151. Culture as Your Ultimate Major Gifts Strategy
Trent Thompson Trent Thompson

151. Culture as Your Ultimate Major Gifts Strategy

This is for major gift officers, development directors, and executive directors who feel like the only person in the building who thinks about donor relationships. By the end of this post, you'll be able to describe what a culture of philanthropy looks like in practice, name the small steps that shift it, and understand why your internal communication channels matter more than you'd expect.

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Trent Thompson Trent Thompson

Navigating Donor Power Dynamics and Boundaries

This is for major gift officers, development directors, and executive directors who want to honor generous donors without absorbing behavior that crosses a line. After reading this, you'll be able to name the power dynamics that show up in major gift work, spot the early signs a relationship is drifting out of balance, and use language that resets expectations while keeping the donor's dignity and your own intact.

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150. Healthy Boundaries with Major Donors
Trent Thompson Trent Thompson

150. Healthy Boundaries with Major Donors

This is for major gift officers, development directors, and executive directors who want to honor generous donors without absorbing behavior that crosses a line. By the end of this episode, you'll understand the power dynamics that show up in major gift work, you'll know the red flags that a relationship has drifted out of balance, and you'll have language you can use this week to reset expectations while protecting everyone's dignity.

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Trent Thompson Trent Thompson

Building Cross-Functional Major Gift Teams

This newsletter is for major gift officers, development directors, and executive directors who want to stop chasing information from other departments and start building it into the way your organization works. After reading, you will know who belongs on your internal coalition, how to run a meeting that respects everyone's time, and where to start if you have never tried this before.

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149. It Takes a Village: Internal Partners in Major Gifts
Trent Thompson Trent Thompson

149. It Takes a Village: Internal Partners in Major Gifts

This article is for major gift officers, development directors, and executive directors who want a practical way to bring the right internal partners into their biggest donor relationships. After reading, you will know why this kind of collaboration matters more in 2026 than it used to, exactly who belongs at your table and why, and how to run a coalition meeting that produces real next steps instead of another calendar entry.

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Trent Thompson Trent Thompson

Designing High-Impact, Low-Drama Donor Events

This is for development directors, major gift officers, executive directors, and event volunteers who want their donor events to build real relationships without draining the team. After reading this, you'll have a simple framework for planning your next gathering, a short list of formats worth trying instead of or alongside your gala, and a follow-up system that turns a good event into real momentum.

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148. Events that Actually Move Major Gifts
Trent Thompson Trent Thompson

148. Events that Actually Move Major Gifts

This is for development directors, major gift officers, executive directors, and event volunteers who want their donor events to build real relationships without draining the team. By the end of this post, you'll understand why donors increasingly value depth over spectacle, you'll have the 3P framework for designing your next gathering, and you'll know what a real follow-up system looks like once the event ends.

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Trent Thompson Trent Thompson

Using AI and Automation to Protect Your Energy and Focus

This is for major gift officers, development directors, executive directors, and small teams who want more hours for donor relationships without working more hours overall. After reading this, you'll know the three categories of work that are safe to hand off, see a few low-risk workflows you can pilot this quarter, and have guardrails so none of it ever feels impersonal to a donor.

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147. Working Smarter: Automation for Major Gift Officers
Trent Thompson Trent Thompson

147. Working Smarter: Automation for Major Gift Officers

This is for major gift officers, development directors, executive directors, and small teams who want more hours for donor relationships without adding more hours to the week. By the end of this episode, you'll know the three categories of work that are safe to delegate to AI and automation, two workflows you can pilot this week, and the guardrails that keep any of it from feeling impersonal to a donor.

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146. Inclusive Major Gifts in Practice
Trent Thompson Trent Thompson

146. Inclusive Major Gifts in Practice

Today we're talking about inclusive major gift fundraising. Not as a campaign theme. Not as a single event with a diverse photo lineup. As a daily discipline that shapes how you build relationships with every donor, especially the donors whose culture, identity, or lived experience differs from your own.

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Trent Thompson Trent Thompson

How to Invite Major Donors Into Recurring and Multi-Year Commitments

This is for fundraisers who want to move beyond the single-gift cycle. After reading, you'll be able to: identify donors ready for a multi-year conversation, use the right language to extend an invitation naturally, and set up a simple stewardship rhythm that keeps recurring donors engaged and renewed.

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145. Building Predictable Major Gifts Revenue
Trent Thompson Trent Thompson

145. Building Predictable Major Gifts Revenue

Today's episode is called Building Predictable Major Gifts Revenue, and we're going to talk about how recurring and multi-year commitments can change the shape of your fundraising program in ways that annual campaigns simply cannot.

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Trent Thompson Trent Thompson

How to Secure and Steward Major Gifts of Stock, DAFs, and Other Non-Cash Assets

This is for major gift officers, development directors, and nonprofit CEOs who want to grow major gift revenue without leaning harder on cash donors who are already stretched. After reading this, you'll be able to spot the donors most likely to give a non-cash asset, open the conversation in a way that respects them and their advisors, and steward the gift so well they want to do it again.

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144. Beyond Cash: Unlocking Asset-Based Major Gifts
Trent Thompson Trent Thompson

144. Beyond Cash: Unlocking Asset-Based Major Gifts

This is for major gift officers, development directors, and nonprofit leaders who want to grow major gift revenue without leaning harder on the same cash donors. By the end of this post, you'll know how to spot the donors most likely to give a non-cash asset, how to open the conversation warmly, and how to steward the gift so well your donor wants to do it again.

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Trent Thompson Trent Thompson

How Do I Align With My ED or CEO on Major Gifts Strategy?

Managing up is one of the most underrated skills in major gifts. The fastest way to align with your ED or CEO is to translate your front-line donor experience into the language they use with the board: shared goals, realistic timelines, and a steady rhythm of briefings that mix data with story. If you lead major gifts, this is how you earn room to do the work the way it needs to be done.

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143. Leading from the Major Gifts Seat
Trent Thompson Trent Thompson

143. Leading from the Major Gifts Seat

In this week's episode, “Leading from the Major Gifts Seat,” of The Intentional Fundraiser Podcast, I talk about managing up as a leadership practice, including the empathy shift that changes everything and the briefing template I use with my own clients.

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Trent Thompson Trent Thompson

Storytelling for Sophisticated Major Donors

In this week's edition of Scaling Major Gifts, I share: The Story Spine framework I use with major donors (5 simple beats); How to weave data inside the story, not bolt it on after; How to tune the same story for an investor vs. an educator donor; and Why dignity-first storytelling is non-negotiable in 2026.

Read this week's edition and share it with your team and leadership. The donors are waiting for both the heart and the proof.

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142. Story and Data: What Major Donors Really Need
Trent Thompson Trent Thompson

142. Story and Data: What Major Donors Really Need

On this week's episode of The Intentional Fundraiser podcast, "Story and Data: What Major Donors Really Need," I break down:

Why even your most analytical donor needs an emotional connection; The Story Spine: a 5-beat framework for major donor narratives; How to weave data inside the story, not bolt it on after; and Why dignity-first storytelling is the new bar in 2026.

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