Tag Archives: prospect research

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

Careers, Prospect Management, , , , , , , ,

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

Beyond Episodic Wealth Screenings: Major Gift Prospect Identification That Hums

Prospect Identification, Prospect Research, , , , , ,

Let me ask you something: When was the last time a wealth screening rating automatically translated into an engaged prospect?

If you’re laughing right now, we’re on the same page. We all know the drill—trust but verify, capacity doesn’t equal inclination, wealth doesn’t equal relationship. But here’s what keeps me up at night: If wealth screenings have such obvious limitations, why are so many research shops still treating them as the primary engine for major gift prospect identification?

Spoiler alert: They shouldn’t be.

The Statistic That Changes Everything

 According to a CASE study of principal gifts to U.S. colleges and universities, half of these transformational gifts came from non-alumni. Read that again. Half.

We’re not talking about modest annual fund gifts here. We’re talking principal gifts—the naming opportunities, the program-changing investments, the gifts that get announced with press releases and champagne.

And half of them came from people who weren’t in the alumni database waiting to be wealth-screened.

Now, the study didn’t break down how many were parents versus community members. But that ambiguity makes the statistic even more powerful. These prospects exist in multiple spheres around your organization, and they’re making gifts that matter.

So the question isn’t whether we should be prospecting outside the database. We already know the answer is yes.

The real question is: How do we build a prospect identification process that actually works?

Let’s Start at the Very Beginning

Here’s what we know to be true: Relationships drive gifts. Not wealth. Not capacity. Not even inclination, really. Relationships.

And relationships exist in concentric circles radiating out from your organization’s core. The closer someone is to your mission, the more likely they are to give significantly. This isn’t revolutionary—it’s fundraising 101.

But here’s where it gets interesting. Once you and your development team really internalize this principle, you can start mapping out all the ways major gift prospects actually enter your pipeline. And I promise you, many of them aren’t entering via your annual wealth screening.

Think about it:

  • The grateful patient whose care team mentions a giving opportunity during recovery
  • The board member who brings a business colleague to your gala
  • The parent who gets involved with the advisory committee
  • The foundation executive who hears your CEO speak at a conference
  • The corporate partner whose VP falls in love with your program

These aren’t hypothetical scenarios. These are the everyday ways that million-dollar prospects walk through your door. And most organizations have no systematic way of capturing, vetting, and reporting on these individuals.

Your development team is probably already doing this work—identifying prospects through organic relationship-building, event attendance, and word-of-mouth referrals. The problem is, they’re doing it in isolation. Without your input. Without a process. Without documentation.

And that means opportunities are being missed, expectations aren’t managed, and you’re probably spending way too much time researching people with zero connection to your organization while high-potential prospects languish in the “someone should probably look into this person” pile.

Why Documentation Is Your Secret Weapon

I can already hear some of you groaning. Documentation? Really? You want me to document our prospect ID process when I can barely keep up with the profile requests I have now?

Yes. I do. And here’s why.

Documentation isn’t bureaucracy—it’s strategy in writing. Once you put your prospect identification framework on paper, something magical happens:

  • Leadership suddenly has opinions. And that’s exactly what you want. Because leadership has the authority to make decisions about how prospect identification actually works at your organization. Once they’re engaged, you have a powerful ally who can say “no, we’re not going to ask the researcher to find us 50 wealthy strangers with no connection to our mission” or “yes, we’re going to prioritize event attendees and board referrals over cold prospecting.”
  • You can make the case for what actually works. When you’re writing the documentation, you get to remind everyone that relationships drive fundraising. You get to frame prospect identification through that lens. And you get to set expectations—when leadership commands you to prospect outside the relationship sphere, you can point to your documented framework and say “absolutely, but our engagement ratio is going to be around 5% instead of 30%.”
  • Everyone agrees on what counts as prospect identification. This might be the biggest win of all. Once you document that event attendees require research vetting, that board referrals follow a specific qualification process, that news article mentions get the same treatment as wealth screening hits—suddenly all of these activities fall under the same umbrella. Which means they can be tracked, measured, and resourced appropriately.

But What If Your Culture Is Broken?

 I can hear you. Some of you are thinking: “This is great in theory, Jen, but you don’t understand my organization. The culture here is completely entrenched. I spend all my time researching deep profiles on people who will never be contacted. I’m not even allowed to talk directly with leadership. Documentation isn’t going to fix that.”

I’m here to tell you something that might sound harsh at first, but I promise it comes from a place of deep respect for what you do: You can do your best work anywhere.

No, really. Stay with me.

You can write your documentation and share it with team members who will talk to you. You’ll learn so much from those conversations, especially if you’re willing to listen to the frontline fundraisers who are actually in the trenches. They know which prospects have potential and which are pipe dreams. They know what information helps them and what just clutters their inbox. They’ll tell you the truth—if you ask and if you listen.

You can begin socializing your framework by giving your services marketing names that describe your actual process. This is where you get to be creative. Deliver a list of no-connection prospects under the service name “Cold Outreach Research-Wish List” and suddenly everyone understands what they’re getting.

Call your event attendee research “Hot Lead Vetting” and watch how much more enthusiastic people are about those prospects. Words are powerful. Use them strategically.

You can introduce innovations wherever you have authority to do so. For example, when you deliver a new prospect, include a brief “relationship statement” or “reasoning note” explaining why they’re a good prospect. This does two things: It educates your development team about what makes a quality prospect, and it invites feedback that helps you refine your process over time.

Here’s the bottom line: If you don’t practice your best work now—in whatever imperfect environment you’re currently in—you won’t be prepared when that golden job opportunity finally manifests itself.

The researcher who gets hired into that dream role isn’t the one who spent three years complaining about their dysfunctional shop. It’s the one who built innovative processes, documented their framework, and can articulate in an interview exactly how they would set up prospect identification at a new organization.

Practice your best work now so you’re ready for what comes next.

AI Is Here, and It’s Time to Step Up and Lead

Let’s talk about the elephant in the room: artificial intelligence.

AI has already begun disrupting our work. For some of you, that’s terrifying. For others, it’s exciting. But here’s what I know for sure—AI is poised to help you unleash your inner leader, whether you’re ready or not.

Think about everything we just discussed:

  • Writing that prospect identification framework? AI can help you draft it.
  • Coming up with creative service names that catch people’s attention? AI is brilliant at brainstorming.
  • Communicating differently with different personalities on your development team? AI can help you adapt your tone and approach.
  • Building a major gift prospect ID process that hums? AI can help you design it, refine it, and evolve it.

But here’s the thing AI can’t do: AI can’t be a leader. It can’t build relationships with your development team. It can’t advocate for resources. It can’t make the strategic decision about whether to prioritize board referrals or cold prospects. It can’t look a gift officer in the eye and say “I know you want me to research this person, but I think we’d get better results if we focused here instead.”

Only you can do that.

AI is a tool—an incredibly powerful one—but it’s still just a tool. The prospect researchers who will thrive in this new landscape aren’t the ones with the best technical skills or the fanciest databases. They’re the ones who step up and lead.

The ones who build frameworks, communicate strategy, and help their organizations make smart decisions about where to invest their prospecting energy.

This is your moment. The disruption that AI brings creates space for you to redefine your role. You can be the researcher who just finds information, or you can be the strategist who shapes how prospect identification works at your organization.

Which one do you want to be?

The Prospect ID Process That Hums

So what does a major gift prospect ID process that actually hums look like?

  • It’s documented, so everyone knows how it works and what to expect.
  • It’s relationship-focused, starting with your organization’s closest connections and working outward strategically.
  • It’s collaborative, with researchers and development officers working together to identify, vet, and qualify prospects through multiple channels.
  • It’s adaptive, using AI and other tools to increase efficiency without losing the human judgment that makes research valuable.
  • It’s communicated clearly, with service names and frameworks that help your development team understand what they’re getting and why.

And most importantly, it’s led by you—the prospect researcher who understands that wealth screenings are just one tool in a much larger toolkit, and who has the confidence to advocate for a better way forward.

The question is: Are you ready to build it?

Additional Resources

Wish you had access to more resources on prospecting? You do! The Prospect Research Institute has lots of resources to help you with prospecting:

  • Join Jen Filla for a free Backstage Tour of the Institute on 1/9/2026 at 12pm ET where you’ll learn about upcoming workshops such as: Strategic Prospect Identification – Smart Verification Framework – Solo Researcher Survival Kit
  • Connect with other prospect research professionals tackling these same challenges in the FREE Forums at the Prospect Research Institute.
  • Buy the Approach to Prospecting book or the course. This teaches you how to build a score card, which you can use for internal or external prospecting.
  • Check out our prospecting category on Prospect Research#ChatBytes the Institute’s podcast.

The 3 Topics That Shaped Our Year (And Will Level Up Yours)

Research in Fundraising, , , , , , ,

December always does this—it makes us want to sprint toward January with fresh plans and big goals. But first, let’s take a breath and see what caught your attention in 2025. 

When I look back at the blog posts that resonated most with readers this year, they weren’t the ones promising quick fixes or silver bullet solutions. They were the ones that challenged assumptions, expanded roles, and helped researchers and fundraisers think differently about the work we do. 

So before we dive headfirst into the new year, let’s revisit the three posts that hit home for professionals like you—the ones that sparked conversations, shifted perspectives, and maybe even changed how you approach your work. 

If you missed these the first time around, consider this your second chance. If you read them already, well, sometimes the best insights are worth revisiting. 

1. Top 5 Capacity Rating Insights for Research Professionals

Let’s start with everyone’s favorite anxiety-inducing topic: capacity ratings. This post cut through the noise and named the uncomfortable reality: No matter what rating you choose, you will be wrong. And that’s okay. 

Why did this post resonate? Because it gave you permission to be human while doing technical work. It acknowledged that capacity ratings are directional, not definitive. And it reminded us that our job isn’t perfection—it’s providing the best assessment possible with available data, managing expectations, and building confidence for bold asks. 

If you’re still treating capacity ratings like a math problem with one correct answer, go read this post. Then have a conversation with your gift officers about methodology, limitations, and what you actually know versus what you’re estimating. You’ll all sleep better. 

2. Blinker Alert: Research is Changing Lanes

This might have been the most provocative post of the year. Not because it was controversial, but because it named something many of us were feeling but couldn’t quite articulate. 

Here’s why this post mattered: It gave language to the career evolution many researchers are pursuing. And it provided a roadmap for getting there, starting with five simple but powerful questions you can ask right now to signal your lane change. 

The researchers who read this post and took action? They’re the ones having different conversations with their gift officers. They’re the ones being invited into strategy meetings. They’re the ones building careers, not just holding jobs. 

If you’ve been feeling like your role should be more strategic but you’re not sure how to make that shift, this is your manual. Read it. Then start asking those questions. 

3. Public Company Insider. So What?

Maybe nobody in your fundraising office would actually say “So what?” out loud. But let’s be honest—when you tell a gift officer their prospect is a public company insider, you can see it in their eyes. They’re thinking: And that means… what, exactly? 

Why did this post land? Because it took a technical concept and translated it into fundraising relevance. It answered the “so what” question before anyone had to ask it. 

For researchers working in major gifts, this post was a masterclass in communicating value. For gift officers who skimmed past SEC filings in profiles, it was a wake-up call about what they might be missing. 

The Common Thread 

Three very different posts. Three distinct topics. But one consistent theme: Moving beyond the transactional to become genuinely strategic. 

Whether you’re wrestling with capacity ratings, considering your career trajectory, or trying to communicate the significance of insider wealth, the challenge is the same. It’s not about gathering more data. It’s about translating information into insight, insight into action, and action into results. 

The researchers and fundraisers who thrive aren’t the ones with access to the best databases or the fanciest screening tools. They’re the ones asking better questions. The ones challenging their own assumptions. The ones building relationships based on trust and proven value rather than just task completion. 

They’re the ones reading posts like these and thinking: How can I apply this tomorrow? 

 Take Action for 2026 

  1. Bookmark the Aspire Research Links Directory free webpage for instant access to resources the Aspire team uses every day 
  1. Register for the Back Stage Tour of the Prospect Research Institute to learn about 2026 hot topics 
  1. Order the updated Search Tips for Fundraisers booklet for yourself or your favorite colleague 

Unlock the Power of Due Diligence: Tips and Insights for Prospect Researchers

Prospect Identification, Prospect Research, , ,

Are you a fundraising prospect research professional gearing up for a major naming gift or an upcoming honor or award? If so, you know that due diligence isn’t just a box to check—it’s the foundation for trust, transparency, and lasting donor relationships. But how do you navigate the nuances of philanthropic due diligence and deliver clear, actionable insights to your development officers and leadership team? You know how to find information, so let’s talk about how due diligence is different from our usual profile research.

The High-Stakes Reality of Due Diligence

In an era where a single tweet can resurrect a decades-old scandal, where investigative journalists are actively mining nonprofit IRS filings, and where “cancel culture” is a real phenomenon regardless of how you feel about it, due diligence is no longer optional. It’s existential.

And yet, here’s the paradox: We can’t spend 100% of our time on due diligence. We still have capacity research, portfolio management, and strategic briefings to handle. So what’s the right balance?

The answer isn’t about allocating a specific percentage of your time. It’s about building due diligence thinking into everything you do, so you’re never starting from scratch when that Friday afternoon email arrives asking for due diligence.

Why Due Diligence Research Is Fundamentally Different

Here’s the thing people don’t talk about much: Due diligence work requires a completely different mindset than capacity research.

When you’re researching giving capacity, you’re hunting for evidence of wealth and big philanthropy. You want to find things. Big houses, impressive portfolios, generous gifts to other organizations.

Due diligence flips that script entirely. Often, you are hunting for the absence of problems. You’re looking for what isn’t there, which is infinitely harder than finding what is. And when you do find something concerning, you’re often working in gray areas where “troubling” and “disqualifying” aren’t clearly defined.

It’s the difference between being a talent scout and being a background investigator. Same data sources, completely different questions.

But here’s what makes this work meaningful: Philanthropic due diligence isn’t just about avoiding negative press. It’s about honoring your donors and safeguarding your mission. It’s about ensuring that the partnerships you build can withstand scrutiny and the test of time.

Effective Information Gathering: Where to Actually Look

Your wealth screening tool isn’t going to flag reputational red flags. Neither is your CRM. These tools were built to manage information, not controversy.

So where do you actually look? Here’s what works:

  • Legal databases are your best friend. PACER for federal court records, state court systems for civil litigation, and bankruptcy filings. Yes, it’s tedious. Yes, you’ll wade through dozens of unrelated John Smiths. But this is where you find the lawsuits, the restraining orders, the business disputes that never made the news.
  • Industry-specific searches matter more than general news. If your donor made their fortune in pharmaceuticals, you need to be searching FDA warning letters and medical journals, not just the Wall Street Journal. Real estate developer? Check local zoning board meetings and community opposition groups. Every industry has its own ecosystem of accountability, and Google News won’t find it.
  • International donors require international searching. This can be really challenging. If you can’t read the language or navigate the legal system where your donor made their wealth, you’re flying blind. At a minimum, you need to know how to use Google Translate on foreign news sources and understand the basics of international sanctions lists (OFAC, UN, EU, UK).
  • Social media is both goldmine and minefield. Yes, check their Twitter history. But also check what people say about them on LinkedIn, industry forums, and comment sections. The absence of an online presence can be as telling as a problematic one.
  • Don’t ignore the soft signals. Multiple short tenures at different organizations. A pattern of deleted social media accounts. Lots of shell companies. These aren’t smoking guns, but they’re worth noting.
  • Network with your peers. Connect with colleagues through professional forums (like the online learning forum at the Prospect Research Institute) to share industry practices and get recommendations on tricky cases.
  • Document Everything. Keep a clear record of your sources and findings. This not only increases credibility but also helps when leadership has questions or you need to update your research.

The Communication Challenge: Walking the Tightrope

This is where prospect researchers either become trusted advisors or get cut out of the conversation. You’ve gathered the facts—now it’s time to share them. Effective communication makes all the difference.

  • Lead with facts, not judgment. “The donor was named as a defendant in a 2019 breach of contract lawsuit that was settled for an undisclosed amount” is good. “The donor has a questionable business history” is not.
  • Provide context without spin. A single lawsuit in thirty years of business is different from five lawsuits in five years. Help your leadership understand what’s normal for that industry and what’s unusual.
  • Separate findings into categories: Clear red flags (criminal convictions, sanctions lists, credible abuse allegations), yellow flags (civil litigation, controversial business practices, negative press), and contextual information (political donations, family disputes that became public, social media controversies).
  • Always include a confidence level. Are you certain this is the right person? Or are you 80% sure based on matching biography details? This matters enormously when the information is sensitive.
  • Be Clear and Concise. Use straightforward language and avoid jargon. Focus on what matters most to your development officers. Share the risks, opportunities, and recommendations.
  • Tailor Your Message. Present information in a format that fits your audience. Leadership may want a high-level summary, while gift officers might appreciate more detail.
  • Stay Supportive. Position yourself as a resource, not a gatekeeper. Your work enables success and protects your organization’s future.

Also, keep in mind that your communication doesn’t start or end with the formal due diligence report. Even when there’s no big naming gift on the horizon, your usual research activities might surface some sensitive information.

Communicate early and frequently with your development officers to help them steer donor relationships appropriately. A heads-up about potentially problematic social media posts or a concerning lawsuit gives your gift officer time to ask thoughtful questions and assess the situation naturally, rather than scrambling when a major gift is already on the table.

When to Say “We Need Outside Help”

Sometimes the best information you can deliver is this: This is beyond my expertise and available tools.

High-net-worth international donors often require specialized international research firms with access to foreign databases and native language researchers. Complex business histories might need forensic accounting expertise to untangle shell companies and follow money trails. Potential ties to organized crime or corruption require investigators with law enforcement backgrounds and access to databases you’ll never see.

Knowing when to recommend outside help isn’t admitting defeat—it’s protecting your institution. A $25,000 investigation is cheap insurance against a $10 million reputational disaster.

And here’s the thing: Recommending outside expertise actually strengthens your position as a trusted advisor. It shows you understand the limits of your resources and are willing to escalate when the stakes warrant it.

The Part That Matters Most

Due diligence research isn’t about being the “no” person. It’s not about finding reasons to reject gifts or creating paranoia.

It’s about honoring and nurturing the donor prospect relationship.

Your job isn’t to protect the institution from all risk—some risk is inherent in fundraising. Your job is to ensure that when leadership accepts that $10 million naming gift, they do so with their eyes open. They’ve had the opportunity to explore the risks in the relationship building stage and know what they’re getting into. They’ve weighed the reputational risk against the institutional benefit. They’ve made a strategic choice, not a naive one.

Sometimes that means you deliver findings and they move forward anyway. That’s okay. You’ve done your job.

Other times, your research will save your institution from a scandal that would have haunted it for decades. You’ll probably never get credit for those saves, but you’ll know. And you’ll sleep better on Friday nights.

The Conversation You Need to Have Now

If you’re waiting until you have a specific due diligence situation to figure out your process, you’re already behind.

Here are some questions you want to answer before that urgent Friday afternoon email arrives:

  • At what gift threshold does due diligence become mandatory?
  • Who makes the final call on whether a reputational risk is acceptable?
  • How do we handle information that’s concerning but not disqualifying?
  • What’s our process when the donor is from a country where we don’t speak the language?
  • Do we have budget for outside investigators when needed?
  • How do we document sensitive findings securely?
  • What’s our policy on anonymous allegations?

These can be uncomfortable conversations. Have them anyway.

Because here’s what I know after years in this field: The institutions that treat due diligence as an afterthought are the ones that end up on the front page of the newspapers for all the wrong reasons.

The researchers who build expertise in this specialized, high-stakes work? They become indispensable.

They are the ones leadership listens to. They’re in the room when decisions get made. They are trusted advisors, not just data providers.

And when that urgent Friday email inevitably arrives? They are ready.

Are you?

Ready to Build Your Due Diligence Expertise?

Join the Prospect Research Institute for Due Diligence: Practice to Policy workshop on Thursday, November 13, 2025 at 12pm-1pm ET.

This workshop equips you with frameworks and practical tools to elevate your due diligence process, leverage research effectively, and influence organizational change from any level—so you’re prepared when the stakes are highest.

Register now and join a community of researchers who are shaping the future of philanthropic due diligence

A.I. in Prospect Research: Shifting the Focus from Fear to Strategy

Profiles, Prospect Research, , , , , , ,

Let me paint you a picture of yesterday afternoon.

I’m sitting at my desk with twelve browser tabs open, three different databases logged in, and a lot of messy text I have cut and paste into my growing profile. I’ve spent the last two hours checking the client’s CRM, pumping the prospect’s name through our subscription tools, and power searching with Google and my favorites link list.

Then I start working through the messy text and realize I neglected to search for a key section of the profile. Four hours or so later I have worked through the profile multiple times and added some actionable insights. But I’ve also aged approximately three years and consumed enough caffeine to power a small city.

Sound familiar?

The AI Conversation Everyone’s Having

Everyone in nonprofit research is talking about AI these days. But most of the conversations I hear fall into three camps:

Camp 1: “AI is going to revolutionize everything! We’ll all be obsolete by next Tuesday!”

Camp 2: “AI is completely unethical and none of it can be trusted.”

Camp 3: “AI is overhyped nonsense that will never understand the nuance of our work!”

But here’s what I think we’re missing: The AI revolution is less of a revolution and more like the next steps in the AI trend that has been going on for years.

Instead of succumbing to fear, what if we asked:

  • “How much of my day do I spend on tasks that a really good assistant could handle?”
  • “What would I do with my time if I wasn’t constantly copy-pasting from six different systems?”
  • “What strategic insights am I not noticing because I’m drowning in data gathering?”

The Dream (That’s Closer Than You Think)

Picture this: You get a profile request on Monday morning. Instead of opening twelve tabs and settling in for a marathon copy-paste session, you open one interface that has already pulled together:

  • Everything your CRM knows about this donor
  • Matched information from public databases
  • Recent news and social media mentions
  • Wealth indicators and giving capacity scores
  • Relationship connections to your board, staff, and other donors
  • A summary of their philanthropic interests and giving patterns

…all with source citations so you can verify accuracy and dig deeper where needed.

Now here’s the magic: Instead of spending hours assembling this information, you spend hours analyzing it. Thinking about it. Crafting strategic recommendations.

You’re not asking “How wealthy is this person?” You’re asking “What does their giving pattern tell us about their values?” and “How can we connect their passion for education with our new scholarship program?”

Why This Isn’t Science Fiction

The technology exists. Right now. I’ve been testing some of these tools, and for specific use cases, they’re already game-changing. Public company insider research that used to take hours now takes minutes, with calculations we never had time to do manually. Thank you Kaleidoscope Insider Focus!

The challenge isn’t the technology—it’s that all these amazing tools live in silos and depend on the quality of the information inside those silos. Your wealth screening tool doesn’t talk to your relationship mapping platform. Your donor database doesn’t integrate with the AI that’s scraping LinkedIn and news sources.

But integration problems get solved. That’s what technology does—it gets better, faster, and more connected.

The Skills That Matter Now

So if the information-gathering part of our job is becoming automated, what’s left?

Everything that actually matters:

  • Critical thinking: AI can find information, but can it tell you whether that $2 million gift to another organization suggests strong capacity or donor fatigue?
  • Strategic insight: Tools can map relationships, but can they recommend the perfect board member to make an introduction?
  • Storytelling: Databases can list giving history, but can they craft the narrative that helps your gift officer understand what motivates this donor?
  • Ethical judgment: AI can gather data, but can it navigate the privacy and ethical considerations that come with prospect research?

Your Next Move

The researchers who will thrive in an AI-enhanced world are the ones who start preparing now. Not by panicking about job security or doomsday ethical scenarios, but by:

  • Getting curious about strategy: Start asking better questions about the information you’re already gathering (read this Apra Connections article)
  • Building relationships: Become the trusted advisor your development team runs to for insights, not just data
  • Staying current: Understanding what’s possible with new tools, even if they’re not perfect yet
  • Thinking bigger: What would you tackle if the boring stuff was handled for you?

The Bottom Line

AI won’t replace prospect researchers. But prospect researchers who embrace AI as a powerful assistant will absolutely outperform those who don’t.

The question isn’t whether you’ll have a job in an AI world. It’s whether you’ll be doing the parts of the job that actually matter—the strategic, creative, relationship-building work that transforms donor data into cultivation gold.

And honestly? That sounds like a much better job than the one where I spend half my day copying and pasting between databases.

What do you think—are you ready to let AI handle the busy work so you can focus on the work that actually changes lives?

Ready to Level Up Your Strategic Thinking?

If you’re nodding along thinking “Yes, I want to be the researcher who provides strategic insights, not just data dumps,” then you’re exactly who I built the Research Asset Membership for.

In our workshops, we dig into the real challenges you’re facing: How do you turn research into actionable cultivation strategies? How do you build the relationships that make you a trusted advisor? How do you navigate the ethical complexities of modern prospect research?

Plus, you’ll connect with a community of researchers who get it. People who understand both the frustrations and the incredible satisfaction of this work we do.

Because here’s what I know after years in this field: The researchers who invest in continuously building their strategic skills don’t just survive change—they lead it.

Learn more about Research Asset Membership and join a community of prospect researchers who are shaping the future of our field.

Additional Resources

That Familiar Ask: ‘Can You Find Rich People?’ Here’s What to Do Instead

Prospect Identification, Prospect Research, , , , , ,

You know that feeling, don’t you? The development team walks into your office (or slides into your DMs) with a sparkle in their eyes. They’ve been strategizing. They’ve been planning. And they have a shiny new idea: “Can you get a list of wealthy people in the community who might be interested in our new program?”

Your heart sinks a little because you know what comes next. Hours of research on strangers. Cold prospect lists. Fundraisers making awkward cold calls to people who’ve never heard of your organization. And then, when the gifts never materialize, they come back with new strategies for more places to look out in the community.

I’ve been there. We’ve all been there. But here’s what I’ve learned after years of watching this play out: We have more power in this conversation than we think we do.

The Uncomfortable Truth About Stranger Danger

The truth is that asking for money, especially larger investments, requires relationships. Typically, the colder the relationships the more prospects it takes over a longer period of time to get the gifts your organization needs.

The uncomfortable truth is that your frontline fundraisers know they should focus on building existing relationships before chasing down strangers, but when they’re in the moment and feeling the pressure to fund the program, your organization’s database full of donors is a software program and strangers are people.

But we researchers know that the database is full of people. People who know us and support our organization.

Becoming a Trusted Partner

You could point out to the frontline fundraiser how ridiculous it is to chase strangers instead of mining your own database of existing relationships, but how well do you think that will go down?

In most development departments, research does not hold a lot of political power. What we can have is influence over our colleagues. And influence requires trust.

Instead of making your fundraiser feel stupid, you could try an approach along the lines of the following:

“That’s a great idea, and I can definitely help you find prospects from our community. But it might take a year or even a few years for gifts to come in from people with no connection to us. What if I also do some datamining on our existing donors? I might find some good prospects who already know and trust us—those gifts could come in much faster.”

 

 

This isn’t about saying no. It’s about saying “yes and.” Yes, you can do the research they have requested AND you also have a stellar idea to bring good prospects to the table.

Sometimes You Do Need to Look Outside

There are times when it totally makes sense to search for prospects out in your community.

Consider the following scenarios:

  • Maybe you really don’t have the internal prospects to support something new.
  • It might be time for your board members to step up and start introducing your organization to their networks.
  • If it is a new initiative, you might want to tap into foundations. They often prefer new projects.
  • You may want to deliberately diversify your funding sources!
  • Engaging the community through businesses, civic groups, or government could be an important complementary strategy to individual giving.

The Power of Reframing

I used to think my job was to say yes to whatever research request came my way. But I learned that our real value as researchers isn’t in being order-takers—it’s in being strategic thinking partners.

When development teams come to us with the “research rich strangers” request, they’re not wrong to want to expand their prospect pool. But they might not be choosing the best research technique to source the prospects they need.

If you become the trusted partner that listens to the need and delivers great prospects, what do you think will happen next time they are under pressure to raise funds for a project? They will RUN to you asking you to do it again! Or even better, they will ask you for advice.

A Challenge for All of Us

Next time you get that familiar request to research wealthy community members, I challenge you to pause and ask questions such as:

  • Could you tell me more about what a BEST prospect for this project looks like?
  • If you don’t want formal institutional funding, how would you feel about a family foundation that is local and has funded similar projects?
  • Before I search externally, would you mind if I checked to see if we have any existing donors that might be a good fit and run that by you first?

You might be surprised by what you learn from the conversations. More importantly, your fundraisers might be surprised by how much faster those gifts come in when they’re using the best strategy and especially if they are building on existing relationships instead of starting from scratch.

Because you and I both know: The best prospecting doesn’t just find people with money. It finds people with money who are connected to and care about your mission.

And most of the time, those people are already in your database.

Additional Resources

Wish you had access to more resources on prospecting? You do! The Prospect Research Institute has lots of resources to help you with prospecting:

  • Connect with other prospect research professionals tackling these same challenges in the FREE Forums at the Prospect Research Institute.
  • Buy the Approach to Prospecting book or the course. This teaches you how to build a score card, which you can use for internal or external prospecting.
  • Check out our prospecting category on Prospect Research#ChatBytes the Institute’s podcast.

Top 5 Capacity Rating Insights for Research Professionals

Profiles, Prospect Identification, Prospect Research, , , , , , , , , ,

We’ve all been there. The gift officer needs a capacity rating “super quick” before meeting with someone. The electronic screening shows a low number, but the prospect’s occupation suggests there’s more. Sound familiar?

After years of calculating ratings, fielding anxious questions from researchers and fundraisers, and watching the gap between promise and reality, following are the top 5 capacity rating insights for research and prospect management.

1.No Matter What Rating You Choose – You Will be Wrong! (And That’s OK)

Surrender your anxiety! Capacity ratings can never be 100% accurate because too much of the information is private. Capacity ratings are directional, not definitive.

Your job is to provide the best assessment possible with available data. But if you want to feel anxious, get worried about under-rating the prospect not over-rating them. You want build your development officer’s confidence to ask boldly.

 2. HNWIs Are Your Blind Spot

The wealthier the prospect, the more likely their wealth is hidden. Private equity, angel investments, Delaware LLCs, family offices – none of this shows up cleanly in databases. Machine-generated ratings consistently undervalue HNWIs because the data needed to identify “whales” isn’t available for algorithms to process.

Accept that spotting transformative wealth still requires human intelligence and industry knowledge.

 3.  Estimated Net Worth vs. Gift Capacity: Know When Each Matters

Gift capacity ratings provide an assessment of a stretch gift amount from the prospect and the approach to calculating depends on the prospect. At Aspire, if someone appears to be below $1M in estimated net worth, we use the old-fashioned general calculations based on visible assets.

But if they are $1M or above, we place them in a net worth tier based on quantitative and qualitative data points and then take a percentage (typically 5%) of estimated net worth to create the capacity range.

 4. Data Isn’t the Strategy

Technology keeps promising instant major gift identification, but it’s not delivering for everyone, especially wealthy minorities such as women, people of color, and others. And we know that the best data is locked inside the donor’s head and heart.

As a researcher, you can go beyond gathering information and become the fundraising partner who translates pages of information into ways the development officer might take action with the prospect.

 5. Inclusive Research Pays Off

Traditional approaches miss wealthy minorities. But identifying prospects by demographic characteristics such as ethnicity can be ineffective and uncomfortable.

Instead, research with inclusive assumptions. Question your own biases when two similar prospects get different ratings. Check if you’re undervaluing first-generation wealth creators or making assumptions about giving patterns.

Moving Forward

Capacity ratings aren’t perfect, but they probably are not going anywhere. As A.I. creeps into our tools and makes all of our scores and ratings even better, we might find them eventually replaced or perhaps renamed and improved. But for now, you can make them as useful as possible while managing expectations about their limitations.

We all struggle with the same capacity rating anxieties. The most successful researchers combine data analysis with relationship intelligence, inclusive practices, and clear communication about what they know and don’t know.

Engage gift officers in conversations about how you arrive at ratings. Some of your best collaborations will come from fundraisers who want to understand your methodology. Join professional forums, attend APRA sessions, and don’t be afraid to ask for input from colleagues. Capacity rating is as much art as science.

And of course, the Prospect Research Institute has lots of resources to help you with capacity ratings!

  • Connect with other prospect research professionals tackling these same challenges in the FREE Forums at the Prospect Research Institute.
  • Invest in your education and buy the Capacity Ratings book or the course.
  • Check out the Institute’s Capacity Rating Section in our Free Library, which includes a capacity rating calculator download.

Blinker Alert: Research is Changing Lanes

Careers, Research in Fundraising, , , , , , , ,

If you want to support fundraising major gifts work, but you don’t want to be the person asking for gifts, you couldn’t get a better job than prospect research. Whether you become a generalist or a specialist, there is no end to the interesting variety of tasks and information you are exposed to. But blinker alert! Research is changing lanes. Is everyone ready?

I had the privilege of attending the Apra Great Plains conference recently and I was incredibly impressed with the innovative work their members have been implementing with great success. And it has to do with shifting lanes.

If you want to understand the variety of work, it’s easy to break it down into work types: prospect research, prospect management, and fundraising analytics. Although one person can fulfill all of these roles in one position, in larger and more complex organizations the work often evolves into these three specialized areas.

But it wasn’t area of specialty or advanced specialty skills that seemed to be driving the success of Apra Great Plains members. It appeared to be a lane shift into a new role – that of prospect strategy partner.

Trending: Lane Shifts

In the right hand (slow) lane, you have research performing administrative tasks. This is where research is directed to perform certain tasks that mostly involve gathering, presenting, and pulling reports on information.

Shift one lane to the left, and research steps into accountability coach. In this role research is gathering, presenting, and pulling reports on information – but also translating that information into actionable items. For example, profiles that recommend a prospect cultivation or solicitation approach and providing active portfolio management that identifies problems and opportunities instead of rote, line-by-line data entry checks.

Shift another lane to the left – into the fast lane – and research becomes the prospect strategy partner. This is what I witnessed a lot of at Apra Great Plains.

As a prospect strategy partner, research is doing things like:

  • Expressing the current state of work in terms of outcomes – not counting tasks.
  • Collaborating with leadership and major gifts and making decisions based on carefully tracked, accurate data.
  • Providing services, not products, which build client relationships so that you understand current needs and successes, instead of waiting to be told.
  • Persisting and refining for years to discover additional “truths” as more data accumulates and relationships deepen.

What can you do to put your blinker on and signal that you want to shift lanes?

Begin by asking lots of questions, of yourself and the larger team.

  • If I deliver what you are asking for, what will you do with it?
  • Where can I have the most impact?
  • Can I have a quick meeting with you to find out what’s on the horizon this quarter?
  • I know I am not your boss, but I see by your metrics that you are struggling. How can I help you?
  • It was exciting to hear how you want the team to do XYZ. How can I help support these changes?

Becoming a partner means taking responsibility for your role, even if no-one is asking you to step up. Instead of blaming others for the department missing its fundraising goals, you take responsibility. Did you really identify the best prospects? How could you more actively help development officers manage their portfolios?

Becoming a prospect strategy partner is all about solving problems. You are the consultant assessing what is happening now, crafting a plan to reach where you want to go, and persuading others to take action.

If you want to use your blinker and signal to change lanes to become a strategy partner, join your local/favorite Apra Chapter or become a Research Assets Member at the Prospect Research Institute with access to 30+ upcoming and past workshops as well as monthly group coaching calls where you bring your questions and connect with your peers, and me, Jen Filla.

And start asking more questions!

Additional Resources

Insiders. Profiles. 3 Tips to Keeping It Simple.

Profiles, Prospect Research, , , , , , , , , , , , , , ,

Whether you are trying to improve your profiling skills on public company insiders or whether you need to upskill your research team, when it comes to insiders, it pays to keep it simple! Because once you master the core skills, it is much easier to tackle more difficult financial concepts. Following are 3 tips to keeping it simple.

1. Get really good at the two key wealth indicators first, and then keep adding to your expertise.

When it comes to public company insiders, whether they are top executives or directors, there are essentially two types of wealth information to find first: (a) annual cash (non-equity) compensation, and (b) stock (equity) holdings. Yes, there are all kinds of other equity compensation, such as stock options, performance stock units (PSUs), and more, but mastering cash compensation and stock owned right now is a big step. If you don’t have a subscription tool like KALEIDOSCOPE Insider Focus to make it easy, you can always find the Proxy Statement (Form DEF14A) by searching the Securities and Exchange Commission (SEC) database named EDGAR at www.sec.gov From the Proxy Statement you want to master two tables: (a) Executive (or Director) Summary Compensation Table, and (b) Beneficial Ownership Table. Following are some tips for you:

  • On any table in the Proxy Statement, be aware of whether the number is a count (#) or a dollar amount ($).
  • Read all the footnotes! Especially on the Beneficial Ownership Table, this is where you often discover how much of the count of are actually shares of stock and how much of the count is potential stock, such as options or units.
  • If you don’t understand the word, look it up or let it go, but don’t add something to the profile that you don’t understand. Because of course that will be the one thing the development officer asks you about!

2. Drop the jargon for your end-user.

As I type this up it makes me cringe to realize how much jargon we still use at Aspire when we present insiders in our profile! It sounds easy, but it is a challenge for researchers who want to be accurate and correct to drop jargon. Of course we need to be accurate and correct, but how we present our accurate and correct information can be in plain language. Consider the difference between the two compensation tables below. Complex Non-Equity Compensation

  Salary Bonus Non-equity Incentive Change in Pension Value Other Comp Total
Year1 $852,000 $0 $4,000,000 $450,000 $760,000 $6,062,000
Year2 $845,000 $1,250,000 $3,500,000 $125,000 $725,000 $6,445,000

This table includes all compensation that is non-equity (no stock). I have been very guilty of this for decades! (Thank you to Elise Lynch at Kaleidoscope Insider Focus who asked me why I was reporting on compensation that is not cash.) Does your development officer really need to know the change in pension value that was realized during the company’s fiscal year? Of what value is it to the development officer to know the type of other compensation, such as use of the company jet? If you are wondering whether to include information, ask yourself if it has any relevance or meaning for fundraising. If it doesn’t, drop it. Keeping It Simple Cash-Only Compensation

  Salary Bonus Total
Year1 $852,000 $4,000,000 $4,852,000
Year2 $845,000 $4,750,000 $5,595,000

This table only includes the compensation that puts cash into the insider prospect’s pocket. Even better, the table consolidates the bonus and non-equity incentive compensation. Why? Because for the everyday person, they are the same thing. Bonuses got a bad reputation during the Great Recession when insiders were paid their performance bonuses even as companies went bankrupt. If the insider met their performance obligation, then they were entitled to their bonus. To counter this negative publicity, creative professionals created a new category of “non-equity incentive” that is simply a performance bonus by another, more obscure name that the general public is less likely to understand.

3. Emphasize the context.

If you want to be a truly valuable intelligence asset to your major gift team, you need to do more than find, understand, and present the numbers. Even if you are an insider novice and just beginning to master cash compensation and stockholdings, you can provide key insights that could make all the difference for your development officer. Following are three simple things you can assess – especially in times of volatility or uncertainty like recession, pandemic, or political chaos – to give your development officer context for the compensation and stock values you provide in the profile.

  • Stock price trends: Check the price of the stock over at least 5 years as well as the past 30 days. The stock price may have climbed quickly over 5 years and your prospect is now sitting on significant stock value. This is great! But if it just had a drop in the past 30 days – even though it doesn’t greatly affect the prospect’s wealth – it could certainly affect the prospect’s outlook on giving! When there is price volatility, including a picture or graph speaks volumes.
  • How many years in public companies: If your insider prospect is sitting on his first ever public company board and has no other public company history, their wealth picture is likely to look wildly different from someone else’s 30-year public company career collecting stock the entire journey.
  • Industry outlook: If you follow the business news, you will probably know when big things are happening, but regardless, it never hurts to look at recent news coverage of the company on a site like marketwatch.com You don’t want your development officer to be caught by surprise in a meeting.

Get out of your own way and get started!

If you are intimidated by SEC financial filings, you are not alone. But if you keep it simple and master the basics first, you will find it is not nearly as difficult as you thought it was. And you will be providing your development officers with fundraising intelligence they can quickly understand and act on. Hungry for more training on public company insiders? If you are looking for training on how to assess public company insider wealth from Securities and Exchange Commission (SEC) filings, check out the training offered at the Prospect Research Institute!  

Additional Resources