Category Archives: Prospect Management

The A.I. Tug of War in Fundraising—And How to Find Your Footing

Careers, Fundraising Analytics, Major Gift Teams, Profiles, Prospect Identification, Prospect Management, Research in Fundraising, , , , , ,

Let me ask you something: How many times has a piece of technology promised to change everything… and then promptly driven you absolutely crazy?

You know the scenarios. It can do all the things, but only after you’ve configured everything yourself. “Integration” turned out to mean something very different from what you imagined. The upgrade wiped out every custom setting you spent hours building. And whenever you try to do something just slightly outside the norm, the software fights you like a toddler at bedtime.

I could go on. We have all been there.

And yet—here’s the tension—technology genuinely has made our lives easier. Microsoft Word may not make complex formatting a walk in the park, but it has transformed how we create documents. And because it plays nicely with the rest of the MS Office suite, whole categories of headaches have simply disappeared.

Welcome to the tug of war.

The Two Ends of the Rope

When it comes to A.I. in fundraising, this same push and pull is playing out in real time. On one end of the rope are the people who believe A.I. is too messy, too risky, and too unreliable to touch. On the other end are the people who believe A.I. has ushered in such a leap in accuracy that we can use machine-generated information as-is, no human review required.

New technologies that arrive with enormous hype—and A.I. certainly arrived with enormous hype—have a way of polarizing us. But is there something useful to be found in the middle of that rope?

Spoiler alert: There is.

Yes, A.I. Has Been Around. But This Feels Different.

A.I. has been woven into our digital experience for years. Recommendation engines. Spam filters. Autocomplete. But when OpenAI released ChatGPT in 2022, it felt less like a product launch and more like a digital eruption. Things are moving fast. New and genuinely exciting capabilities are emerging. And yes, things are getting broken along the way.

For many in our field, the speed of that change feels dangerous. Whatever you do, don’t ask A.I.

But much like the anxiety that greeted Google’s debut—remember when people worried that nobody would learn anything anymore?—there is real and practical value here, if you know how to use it.

One of the most useful features of a generative A.I. chatbot is that you can ask it to show its work. Where did that information come from? What sources support that conclusion? What transactions were used to build that summary? That transparency is actually a significant feature, not a quirk.

Where A.I. Is Changing the Game for Prospect Research

At Aspire Research Group, one of the most dramatic shifts A.I. has made in our day-to-day work is in writing bios. Even setting aside the time required to gather information, writing a few well-crafted paragraphs about a prospect has always been time-intensive. Using DonorAtlas, we now have well-written bios and the underlying sources for verification—almost instantly. We can deliver a significantly stronger product at the low end, in far less time.

Until, of course, A.I. fails us. And it does fail us.

People in the arts, for example, seem to get misrepresented by A.I. with striking frequency. What is their “job,” exactly? They don’t fit the pattern that it expects. In those cases, we take over the steering wheel and drive that one ourselves.

This is not a reason to abandon A.I. It’s a reason to understand it.

Algorithms Are Only as Good as the Data Behind Them

Remember when Netflix’s recommendations felt almost eerily accurate—until they didn’t? If you shared an account with someone whose taste was wildly different from yours, the algorithm got confused. It was doing its best with messy inputs.

The same principle applies to your fundraising database. If your data is a hot mess, A.I. is going to struggle to give you reliable scores or meaningful analysis. But here’s the thing: it might still give you better results than statistical modeling did. And if better-than-before scores get gift officers out the door and into conversations with donors faster, that’s not nothing. Something is better than nothing.

But that raises the next question—and it’s an important one.

If A.I. Is Better Than What Came Before, Why Not Just Trust It?

If A.I. analysis outperforms statistical modeling, why shouldn’t we lean on it entirely? Why not let it drive portfolio assignments, staffing decisions, campaign planning?

I recently interviewed Vered Siegel on the Prospect Research #ChatBytes podcast, and she said something that I keep coming back to:

“One of the biggest shifts generative AI has introduced in our industry is that information is no longer the scarce resource. Judgment is now the scarce resource. We can generate lists and summaries and signals faster than ever, but that doesn’t automatically make our decisions better. One key aspect of being a strategic partner right now means helping the room slow down just enough to ask the right questions.”

Read that again. Judgment is now the scarce resource.

Finding the Balance

The key to leveraging A.I. well is knowing where human judgment needs to enter the picture—and deciding what level of risk is acceptable for you and your organization.

I’m not suggesting that every single name assigned to a portfolio requires a human review. Not anymore. But what if a feedback loop was built into the prospect assignment process? What if gift officers had a routine way to tell your analytics team when things are working—and when they’re not. That loop is human judgment at scale.

Here’s what breaks down when human judgment is undervalued or eliminated altogether: efficiencies go down. Not up. The risk of an error that could damage donor trust or cause your organization harm goes up. The promise of A.I. is efficiency, but that promise only delivers when the humans in the process are engaged at the right moments.

Get the balance right, and productivity goes up. New opportunities surface. Gift officers work with better information. Researchers spend their energy where it actually matters.

Get it wrong—either by refusing to use A.I. at all or by outsourcing your judgment to it entirely—and you’re just holding a rope with nobody on your end.

This Is Your Moment to Lead

Here’s what I want you to take away from all of this: the disruption that A.I. is causing in our field is real. But it’s also creating space for researchers and prospect management professionals to step into a more strategic role.

A.I. can generate the bio. It can surface the signal. It can produce the list. But it cannot decide which signals matter for your organization’s specific mission and relationships. It cannot make the judgment call about when a score doesn’t pass the smell test. It cannot be the strategic partner in the room who helps leadership slow down and ask the right questions.

Only you can do that.

The question—as always—is whether you’re ready to step up and do it.

Additional Resources

Book Review: The Prospect Management Guide We’ve Been Waiting Decades For

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Prospect Management: The Essential Guide by Ruth Giles

Here’s a question for everyone in fundraising research and prospect management: How have we been implementing moves management and prospect management for decades without a comprehensive, practical guide to actually building these programs?

We’ve all been winging it with bits and pieces—a conference session here, a colleague’s advice there, maybe some tribal knowledge passed down from our predecessors. But a solid, soup-to-nuts guide on creating, implementing, and maintaining a robust prospect management program?

That didn’t exist.

Until now.

Enter Ruthie Giles (And Her 200+ Page Solution)

If you’ve been to any prospect development conference in the past decade, you know Ruthie. She’s the speaker who makes prospect management feel less like database drudgery and more like strategic chess. Fun, brilliant, and overflowing with practical wisdom.

She’s taken all of that knowledge—plus decades of experience building and fixing prospect management programs—and distilled it into Prospect Management: The Essential Guide for a High Functioning Nonprofit Prospect Management System (published 2025).

Prospect Management BookProspect Management: The Essential Guide for a High Functioning Nonprofit Prospect Management System by Ruth Giles is available now. Get your copy and start building the prospect management program your organization deserves.

Buy It Now

The Structure: From Skeptics to System

The book is organized into three brilliantly logical sections:

Section 1: Preparing Your Case for Prospect Management
Section 2: From Planning to Implementation
Section 3: Post-Implementation

Excited yet? You should be.

Why This Book Matters Now (Hint: It’s Not Just About Process)

AI is the latest—and fastest—iteration of information technology pushing our field to new speed limits. If you want to stay relevant (let alone advance in your career), you need to persuasively influence decision-makers to make smart investments in prospect development.

Which is exactly why Section 1 includes an entire chapter on change management.

Because here’s the truth: The best prospect management system in the world is useless if you can’t get buy-in to implement it.

The Chapter That Changed How I Think About Portfolio Meetings

Ruthie doesn’t hold back on step-by-step instruction. Every piece of building a prospect management program is here including the frameworks, the templates, and the hard-won insights.

But my absolute favorite chapter (the one with two bookmarks and a coffee stain) is Chapter 14: The Giles Method – A Multi-Meeting Approach.

Finally. Clarity.

Finally, words for what I’d been fumbling to articulate for years.

Ruthie breaks down the three very different objectives of prospect management meetings and shows you how to create three separate meeting types to accommodate them:

  • Data Optimization
  • Portfolio Strategy
  • Prospect Strategy

I’m not giving you the details. Because every practitioner should have this book within arm’s reach—on your bookshelf, in your e-reader, maybe both.

Who Needs This Book

New to prospect management? This is your roadmap. Everything you need to build a program from scratch without reinventing wheels that Ruthie already perfected.

Been practicing for years? This book provides the depth of perspective and theoretical framework our field has been desperately lacking. Ruthie has that rare gift of seeing the structure beneath the practice—which means you can take her solid framework and build something bespoke for your organization.

A prospect management program that actually hums.

The Bottom Line

We’ve been waiting decades for this book. Now it’s here, and it’s everything we needed it to be: comprehensive, practical, and written by someone who’s actually done this work.

Whether you’re making the case for prospect management to skeptical leadership, building your first program, or optimizing a system that’s gone stale, this book belongs on your desk.

Right next to your coffee. You’ll be referencing it that often.

Additional Resources

launch your prospect portfolio; rocket

Add Speed to Major Gift Portfolios with RPM

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When a current client created a job posting for a Research and Prospect Management position a light bulb went off!

Research and                                  Revolutions
Prospect                                            Per
Management                                   Minute

More frequently you’ll see this type of combined role posted as Prospect Management and Research (PMR). But if you reverse that to Research and Prospect Management (RPM) …can you get more speed into your major gift portfolios?

Which comes first – research or prospect management?

Unlike a similar question about chickens and eggs, there is a pretty definitive answer to this question. Research usually comes first in the form of prospect identification.

Most organizations grow into major gifts. A common nonprofit story begins with institutional funding, such as foundations and corporations, who want to support early and continued nonprofit growth. Along the way, nonprofits attract small dollar individual gifts and refine their individual giving program to the point where larger gifts receive more personalized attention and individuals are personally asked for larger gifts.

Usually with the first capital or other campaign, there comes a need to more methodically or reliably identify donor prospects who can give lead campaign gifts. Enter prospect research with major gift prospect identification!

When there are just too many donors requiring personal attention to keep track of in one person’s head, the CRM database comes to the rescue with prospect management. Prospect management provides a systematic way of tracking prospect’s progress from identification to a gift and stewardship.

But what happens to research when prospect management becomes a separate specialty in-house?

Sometimes research and prospect management get out of sync, prompting major gift portfolios to get as stubbornly stuck as a zipper out of alignment!

When research is disconnected from the management of major gift portfolios, various things begin to break down. Sometimes the criteria that research is using to identify prospects does not fit with the funding priorities or the development officer’s views on what makes a great prospect. Research might not be aware of specific regions or development officer portfolios that need more or different prospects than others.

When prospect management is disconnected from research, important information learned from development officers is not passed along. For example, a development officer might learn critical information about a wealth event for which research could provide capacity insight. Also, the prospect manager might not be aware of the criteria used to source new prospects and then they cannot explain it to the development officers.

Adding research in at the “front” of prospect management – the RPM perspective – recognizes that the smooth coordination of prospect identification with portfolio management is where major gift speed is generated.

When the zipper is not aligned, movement is difficult and slow. When there is alignment, the zipper zips easily and quickly.

Similarly, when research and prospect management are aligned, development officers zip through qualifying and disqualifying!

(This all assumes, of course, that development officers are trained in qualification techniques and have a disciplined work process. But that is a different subject!)

Major gift fundraising: Can’t have one without the other

Whether you like to call the work PMR or RPM, the bottom line is that you can’t have one without the other. Without research, pipelines eventually run dry. Without prospect management, development officers lack support to move prospects effectively and efficiently toward a larger, major or transformative gift.

Additional Resources

workshop ad, people around a table