Let's Talk Fundraising

PODCAST · business

Let's Talk Fundraising

Welcome to "Let's Talk Fundraising" with Keith Greer, CFRE! This podcast is your go-to resource for mastering the essentials of fundraising while discovering how innovative tools and technology can supercharge your efforts. Whether you're a new fundraiser looking to level up your skills or a seasoned professional seeking timely reminders and fresh insights, each episode is packed with practical advice, creative ideas, and inspiring stories.Join Keith as he explores the core principles that drive successful fundraising and uncovers the latest strategies to make your job easier, more enjoyable, and incredibly impactful. From relationship-building and storytelling to leveraging the newest tech, "Let's Talk Fundraising" is here to help you transform your approach and achieve remarkable results for your organization.Subscribe now and be part of a community dedicated to elevating the art and science of fundraising. Together, we'll make a bigger impact, one ep

  1. 60

    What I Actually Learned at AFP ICON (And What the AI Vendors Won't Tell You)

    Keith just got back from AFP ICON in San Diego, and this episode is his honest debrief. From a late-night reunion dinner with his AFP Leadership Institute cohort (including a practical tip for fundraisers who travel for donor visits) to leading one of the conference's opening sessions on making conferences actually matter in your organization, Keith shares what stuck with him and why.He also shares what he saw in the AI sessions, and he's not pulling punches. A lot of what's being sold as cutting-edge fundraising technology is something you can already do inside the tools you have. The real value, and the real disruption coming, is somewhere else entirely. Keith breaks down where he thinks the industry is heading, including what Model Context Protocol (MCP) connections mean for how you'll interact with your CRM in the not-too-distant future.And then there are the shoes. If you've ever felt the pull between staying small and showing up fully, the close of this episode is for you. Towanda!💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  2. 59

    If You Wait Until You Feel Ready, You'll Never Start

    This is the episode where we stop painting the picture and start talking about what happens next.If you've been listening to this series for a few weeks and something has started to click, this one is for you. You've recognized the moments. You've said "yeah, that's me" more than once. And now there's a quieter question underneath it all: are you going to do something about this, or keep circling?Keith opens with a story from earlier in his career, sitting in his supervisor's office, holding a catalog of very responsible reasons to put off pursuing his CFRE. And what his supervisor said that afternoon is exactly what this episode is built around. Because the gap between understanding a problem and fixing it isn't an information gap. It's a decision architecture problem. And this episode is designed to help you close it.You'll hear a clear and honest walkthrough of what's inside the AI Advantage for Major Gift Fundraising program, including all six modules, the live sessions, the office hours structure, and what the two months of post-curriculum support actually looks like. Keith addresses the most common hesitations directly: not enough time, no AI experience, organizational data concerns, fear of falling behind.Enrollment for the founding cohort is open now and closes Friday. The cohort begins Monday, May 4.If something in you just went "yes," that's the right word. Go to letstalkfundraising.com/majorgifts.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  3. 58

    3 Things to Define Before Every Major Gift Donor Meeting

    You've had the donor meeting. It went fine. The conversation flowed, the donor was warm, you covered a lot of ground. And now you're sitting in the parking lot wondering if any of it actually moved the relationship forward.That quiet uncertainty after a visit almost always traces back to the same problem: walking in with a direction instead of a strategy. In this episode, I share the one preparation habit that changed how I lead every donor conversation, and why I wish someone had made it this explicit much earlier in my career.I also come back to a story I've told before on this show, about a donor who gave a six-figure gift to their alma mater instead of us, because I didn't ask in time. The first time I told it, the lesson was about timing. This time, it's about something different: how not having a clear meeting strategy kept me from seeing what was right in front of me.What you'll take away from this episode: three specific things to define before your next donor visit, why writing them down (rather than thinking them through) is the whole point, and how this one discipline changes your post-visit clarity, your portfolio movement, and your confidence in the work over time.Enroll in The AI Advantage for Major Gift Fundraising at letstalkfundraising.com/majorgifts. The first cohort starts May 4th.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  4. 57

    Think AI Won’t Work for You? Let’s Talk About That.

    If you’ve been listening to this series and thinking…“This sounds interesting… but I’m not sure it would actually work for me…”This episode is for you.Because that hesitation you’re feeling?It’s not random.And it’s not a sign that you’re behind.It’s actually pointing to the exact places where your work matters most, your time, your donors, your relationships, your results.In this episode, I’m walking through what I’ve been hearing from fundraisers over the last few weeks, the quiet “yeah, but…” thoughts that show up right when things start to feel possible.Things like:“I’ve never used AI before”“I don’t think my organization would allow it”“I’ve tried ChatGPT… it wasn’t that helpful”“This seems complicated”“I don’t have time for this”But instead of pushing past those concerns, we’re going to look at what they’re actually telling you.Because every one of them shaped how I built The AI Advantage for Major Gift Fundraising.Not as a theory.Not as another tool.But as a system that fits into the reality of your day-to-day work, and actually helps you move donor relationships forward with more clarity, consistency, and confidence.If you’ve ever felt like AI sounds promising… but hasn’t quite delivered in your actual work yet, this will help you see why.And more importantly, what changes that.If you’re ready to take the next step, you can join the waitlist here:👉 https://letstalkfundraising.com/majorgiftsWe’ll be opening enrollment soon, and kicking off our first cohort on Monday, May 4.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  5. 56

    The Moment I Knew My Fundraising Was Actually Working

    For months, I was doing everything I thought I was supposed to do as a major gift officer.I was reaching out.I was having meetings.I was putting in the work.But nothing was closing.And the hardest part wasn’t the lack of results.It was not knowing if what I was doing was actually working.In this episode, I’m sharing the moment that changed everything, and how I went from second-guessing my work to having complete clarity and confidence in what I was doing.You’ll hear how I:Moved from scattered effort to focused strategyStopped starting from scratch with every donor interactionBuilt a system to prepare for even the most difficult conversationsCreated visibility into my portfolio so I could actually measure progressWalked into high-stakes leadership meetings knowing I had the answersThis isn’t theory.This is the exact process I used to transform my own major gift work, and it’s what I’ve now built into my program, The AI Advantage for Major Gift Fundraising.If you’ve ever felt like you’re doing everything right but still unsure if it’s working, this episode is for you.👉 Join the waitlist for early access:https://letstalkfundraising.com/majorgiftsWe’ll be opening enrollment later this month, and the first cohort begins May 4.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  6. 55

    Why Your Fundraising Outreach Isn’t Working Like It Used To

    There’s a moment in fundraising where you start to feel it.You’re doing the work.You’re following up.You’re being thoughtful in your outreach.And still… things just aren’t moving the way they used to.Response rates are slower.Conversations take longer to start.What used to feel straightforward now feels heavier.It’s easy to assume the problem is in the execution.Maybe the message needs to be stronger.Maybe the research needs to go deeper.Maybe you just need to try harder.But what if that’s not actually what’s happening?In this episode, we break down what’s really changed in fundraising, why the same level of effort isn’t creating the same level of movement, and what that means for how you approach your work moving forward.Because this isn’t just about improving your outreach.It’s about understanding the environment your outreach is landing in.And once you see that shift, it changes everything.If this is something you’ve been feeling in your work, I’ve opened up early access to a new program designed to help you adapt to this shift:👉 https://www.letstalkfundraising.com/majorgiftsThis is The AI Advantage for Major Gifts, a 6-week live cohort where you’ll learn how to apply AI directly to your day-to-day fundraising work so you can:Know exactly who to prioritizeWalk into meetings preparedCapture and use donor information more effectivelyAnd stop starting from scratchNot in theory. In your actual work.Because at this point, the question isn’t whether fundraising is changing.It already has.The question is what you’re going to do in response to it.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  7. 54

    The Cost of Waiting Until You Feel Ready (Major Gift Fundraising)

    There’s a moment most fundraisers don’t talk about.The one where you know what needs to happen next…but you’re still trying to get everything lined up before you move.More research.More preparation.More time to “get it right.”And it feels responsible.But over time, that moment starts to cost you something.In this episode, I share a real story from early in my career when I got stuck in that exact place… and what I realized just before it was too late.We’ll walk through:Where “analysis mode” shows up in your workWhat it’s quietly costing your pipelineWhy waiting to feel ready slows down your resultsAnd how to start moving forward with more clarityThis isn’t about doing more.It’s about moving sooner… in a way that still feels thoughtful and aligned with how you do your work.If this resonated with you…I’m building a program called The AI Advantage for Major Gift Fundraising to help you navigate these exact moments with more structure and less friction.You can join the early access list here:👉 letstalkfundraising.com/majorgifts💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  8. 53

    Where AI Fits in the Major Gift Cycle

    Fundraising moves when relationships move.And relationships move when the friction falls away.In this episode, we explore how AI can quietly support every stage of the major gift cycle without replacing the human heart of the work.From prospect identification to stewardship, you’ll hear how practical AI workflows can reduce administrative drag so you can show up with donors more present, more prepared, and more confident.We walk through the major gift cycle step by step and explore how AI can support:• Prospect identification and portfolio prioritization• Faster donor research and one-page briefings• Turning messy post-visit voice notes into CRM-ready contact reports• Stress-testing cultivation strategies and next steps• Strengthening the systems that support real relationshipsAlong the way, I share a real example of narrowing a 150,000-person database to 300 high-potential prospects, and how today’s tools can compress months of manual work into something far more manageable.The goal isn’t to automate fundraising.The goal is to strengthen the systems that allow fundraisers to focus on what matters most: the relationships.If you’re interested in going deeper, I’m developing a new program called The AI Advantage for Major Gifts, where we explore these workflows across the entire major gift cycle.You can join the waitlist here:letstalkfundraising.com/majorgiftsIf this conversation resonates, share the episode with a colleague who lives in spreadsheets and leave a review to help other fundraisers find the show.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  9. 52

    What If Major Gift Fundraisers Had More Time for Donors?

    Most of us came into this work to build relationships. But too often our days get buried under contact reports, prospect research, and messy systems that keep us tied to a desk.In this episode, we explore a simple idea: what if AI could handle some of the repetitive administrative work so fundraisers could focus more energy on donor relationships?You’ll hear the story behind a set of practical AI workflows that began as small experiments and grew into a framework that supports the entire major gift cycle, from prospect identification and donor research to cultivation strategy, proposal writing, and stewardship.Along the way we talk about:• the hidden cost of administrative work in major gift fundraising• how broken systems once kept me behind a desk nearly full-time• the breakthrough that helped identify the top 300 prospects for a record-setting campaign• how fundraisers are using AI to produce cleaner CRM records and better donor briefings• ethical guardrails, data security, and keeping humans firmly in chargeThis conversation also introduces a new program I’m developing called The AI Advantage for Major Gifts, built by a career fundraiser to help peers reclaim time and strengthen donor relationships with practical AI workflows.If this idea resonates with you, you can join the waitlist here:letstalkfundraising.com/majorgifts💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  10. 51

    Quiet Power Revisited: Why Introverts Thrive in Fundraising

    Fundraising doesn’t belong only to the boldest voice in a crowded gala. It thrives in the quiet moments where a donor feels understood, a tense call cools with care, and a complex gift moves forward because someone listened long enough to hear what really matters. We sit down with advancement officer and CFRE Carissa Kineski to explore how introverts turn deep listening, patience, and empathy into durable donor relationships—and why those “soft” skills are often the hardest to replace.Carissa shares how de-escalating tough donor inquiries taught her that most people want to be heard before they want solutions. We talk about shifting event metrics from volume to depth, capturing small personal details that compound trust, and pacing conversations so generosity can breathe. You’ll hear practical strategies for big rooms and small reserves: set two meaningful targets at receptions, arrive early to let conversations come to you, pull in a colleague as a connector, and take short resets to protect your energy. We unpack common workplace habits that sideline reflective thinkers and offer simple fixes—send agendas in advance, use hand-raising and round-robin turns, embrace ten seconds of silence after prompts, and normalize hybrid time that fuels focus.We also draw a firm line between introversion and shyness. Introverts aren’t afraid of people; they recharge differently. That difference can be a leadership advantage, especially with donors who need careful attention, clear boundaries, and empathetic pivots when constraints arise. Carissa reflects on the biases quiet professionals face, how to coach resumes toward owned impact without bragging, and why organizations should promote for substance, not volume. If you’ve ever felt pressure to perform extroversion, this conversation offers permission and a plan: lead with presence, measure what matters, and let listening do the heavy lifting.Enjoyed the conversation? Follow, share with a colleague, and leave a quick review—then tell us: what quiet skill drives your biggest wins?💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  11. 50

    Stop Looking for Unicorns. Start Training Your Fundraisers.

    Looking for a unicorn hire who “just gets it” on day one? We’ve all been there—and it rarely works. To celebrate fifty episodes, we pull back the curtain on what truly drives consistent donor results: intentional onboarding that blends benchmarks with belief, practice with coaching, and culture with clarity. We map four levels of onboarding—from isolation and functional quick tours to benchmarked ramp-ups and full alignment—and show how each step changes employee confidence and donor outcomes.We share lessons from Apple and Disney that any nonprofit can adapt without a Fortune 100 budget: train before public exposure, simulate the hard moments, and coach for strengths as much as gaps. Then we tackle the common nonprofit blind spot—relying on passion while skipping structure—and offer a usable path to shift responsibility from “find the perfect person” to “build the system that shapes great people.” You’ll hear how to define 30-60-90-180 day milestones, create role-specific learning paths for major gifts and grants, and make culture explicit rather than assumed.AI shows up as a practical ally, not a shortcut. Capture your best mentor’s wisdom, convert it into clear step-by-step playbooks, stress-test your onboarding checklists for missing pieces, and run realistic simulations: skeptical board members, donor objections, stewardship missteps. The results are faster time to competence, lower turnover, and a steadier donor experience across every touchpoint. If passion has been burning out inside your shop, this is your blueprint to protect it—documented processes, consistent coaching, and ongoing iteration that compounds over time.If this conversation resonates, subscribe, share it with your team, and leave a quick review so more nonprofit leaders can find it. Then tell us: what’s the first process you’ll document and simulate this month?💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  12. 49

    Your Donors Don’t Feel Your Effort, They Feel Your Attention

    Every Valentine’s Day, nonprofit inboxes fill up with warm subject lines and messages that say, “We love our donors.” The intention is real, but the impact often falls flat.In this episode, we unpack why broad gratitude is easy to send and easy to forget, and why donors don’t experience our effort or our process, they experience how they’re treated. The real question isn’t whether a message was handwritten or AI-assisted. It’s whether it reflects why the donor gave and makes them feel genuinely seen.We separate care from craft, challenge the belief that authenticity requires doing everything by hand, and explore how AI can support donor gratitude without diluting trust or values. Used well, it doesn’t replace intention, it helps translate it into clear, timely, human communication.You’ll also hear a practical, repeatable stewardship rhythm, from a fast, specific thank-you to meaningful follow-up that connects impact back to donor values. Plus, a preview of an upcoming AFP Icon session with Carissa Kineski on turning inspiration into action and building systems you’ll actually use.The throughline is simple. Donors feel loved when they feel seen. Attention is what makes that reliable.If this resonated, follow the show, share it with a colleague, and leave a quick review. What’s one small detail you could add to your next thank-you to make it unmistakably personal?💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  13. 48

    The Pivot: What I’m Stepping Away From—and What I’m Stepping Into

    This Groundhog Day episode is a personal announcement and a fundraiser’s roadmap for change.After fifteen years in nonprofit leadership, I’m stepping away from a role I loved—not because something was wrong, but because something bigger was calling. What began as one reluctant conference session turned into a growing invitation to speak, teach, and help nonprofits navigate the future of fundraising, AI, and trust.In this episode, I share the full story behind my pivot, the fear and grief that came with leaving stability, and the practical framework that helped me choose expansion over comfort.If you’ve ever felt stuck repeating the same fundraising year—holding tightly to events, grants, or strategies that no longer fit—this conversation is for you.HERE ARE 3 KEY TAKEAWAYS FROM THIS EPISODE:1️⃣ Growth Requires Space – The hardest part of evolution isn’t starting something new. It’s letting go of something good so the next chapter can flourish.2️⃣ Not Letting Go Has Hidden Costs – Every strategy has a price: staff hours, burnout, turnover, and the opportunity cost of what you could be building instead.3️⃣ Letting Go Can Be Strategic, Not Reckless – I walk through a simple nonprofit capacity audit to help leaders release sustainably, protect relationships, and grow without exhausting their teams.This year, you don’t have to repeat the same fundraising loop.If this resonates, subscribe at letstalkfundraising.com/subscribe, share with a colleague, and tell me: what will you let go of first?💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  14. 47

    How Fundraisers Get Interviews: Resumes That Speak the Right Language

    🎁 Enter the contest to get a signed copy of Scott Vedder's book, Signs of a Great Resume.Seven seconds. That’s often all you get before a recruiter decides “no” or “maybe.” We brought in Scott Vedder—former Fortune 100 recruiter and bestselling author of Signs of a Great Resume—to show how to turn a duty-heavy document into a sharp story of value that earns interviews, especially for fundraisers navigating fuzzy titles and complex teams.We start by reframing the resume as a leadership and career tool. Scott explains why writing like a job posting kills momentum, how to capture accomplishments while they’re fresh, and why a long master resume makes tailoring fast. You’ll learn what recruiters actually scan first, how to fix confusing titles with clear descriptors that pass the “moving sidewalk test,” and how to balance instant clarity with credible detail. We dig into his “signs” framework to surface exclamation-point moments, relevant experience, and numbers that quantify outcomes—without inflating credit or hiding behind group work.For fundraisers and nonprofit pros, we cover showing influence without dollar signs, signaling leadership without a manager title, and formatting choices that create “duh” clarity even on non-linear paths. Scott shares when to use reverse chronological, when to lead with skill buckets, and how to make networking and referrals beat blind applying. We also tackle ATS and AI: how keywords really work, how to research what matters with open-source and human intel, and how to use AI as an assist to draft stronger bullets while preserving your authentic voice.If you’re ready to move up, you’ll hear how to secure stretch assignments, document outcomes, and translate them into evidence a hiring manager will value. Plus: a signed book giveaway and free tip sheets you can use today. Listen, take notes, and share this with a colleague who needs a confidence boost. If this helped, follow the show, leave a quick review, and send us your biggest resume question—we might feature it next.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  15. 46

    When Competence Becomes Common, Taste Becomes Strategy

    Remember when donor newsletters read like dissertations and first-time givers needed a decoder ring? We take a clear-eyed look at how AI has quietly raised the baseline for clarity in fundraising and communications—and why that shift changes expectations, not the essence of our work. The conversation moves past hype and eye-rolls to focus on what’s actually changing: standards, roles, and the line between acceptable and excellent.We unpack the two most common reactions to AI—quiet fear about speed and scale, and easy dismissal of flat outputs—and show how both point to the same underlying movement. With faster orientation, basic competence becomes more common across writing, program design, data conversations, and leadership. That makes sloppy or confusing work stand out more, not less. The payoff for teams is a new starting point; the differentiators become human judgment, editorial taste, and ethical responsibility. You’ll hear the cautionary intern story of a 500-piece appeal that yielded a single $45 gift, and how today’s tools could prevent that kind of collapse without replacing the growth that builds wisdom.We also tackle risks head-on: hallucinated facts, claims that outrun evidence, and the temptation to accept clean prose as finished thinking. You’ll get a practical workflow for using AI to reach baseline faster—then slowing down for rigorous human review, verification, and audience-centered refinement. Speed should buy time to think, not replace it. If you care about donor trust, clear calls to action, and work you can stand behind, this is a guide to working well at a higher floor where competence is common and excellence still belongs to people.If this conversation resonated, follow the show, share it with a colleague who writes appeals, and leave a quick review to help more fundraisers find it. Your feedback shapes what we explore next.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  16. 45

    Stop Making AI Slop, and Actually Leverage What It's Good For

    Download the Big Goals WorksheetThe problem with so much “polished” AI content isn’t grammar, it’s judgment. We unpack why clean sentences can still feel hollow, and how fundraisers can use AI without outsourcing the thinking that protects the quality of your work. Instead of arguing for or against tools, we reframe the choice: Which role do you assign to AI, and which role do you keep for yourself?We walk through four distinct modes of AI use—retrieval and generation, editing and refinement, sense making and synthesis, and critical reflection and adversarial reasoning—and explain why most people get stuck in the shallow, fast lane. The real gains live in the slower modes that make you engage: connecting ideas, testing assumptions, inviting objections, and making the hard calls. You’ll learn the difference between scaffolding and replacement, how automation bias erodes confidence, and why fluent prose is not the same as understanding.Then we shift to practice. Think like an editor: let AI draft if you want, but you decide if the argument holds, where tension is missing, and what isn’t ready. We share a concrete coaching example from a goal-setting session that raised the quality of decisions without surrendering authorship. You’ll get simple prompts that start with your own thinking and invite critique—questions that keep you present, clarify your voice, and safeguard relationships. If you wouldn’t outsource the relationship, don’t outsource the thinking.Want support trying this approach? Grab the goal-setting worksheets and access to the AI coach at my Resources Page. If this conversation helped you sharpen your standards, follow the show, share it with a colleague, and leave a review so others who care about craft and trust can find us.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  17. 44

    A More Supportive Goal Strategy

    Free Gift 🎁 Big Goals WorksheetIf goal setting feels like a test you’re always failing, this conversation offers a calmer path. We pull apart the myths that keep fundraisers stuck—outcome-only targets, motivation as strategy, and the idea that discipline alone drives results—and replace them with a research-backed approach that actually holds the messiness of real work. You’ll hear how to separate what you want to change from what you can control, design if-then responses for predictable obstacles, and build early feedback so you can see momentum long before revenue lands.We walk through the Big Goal worksheet, a thinking scaffold that slows the jump from ambition to action just enough to think clearly without losing steam. It starts with a single outcome for direction, then anchors purpose across mission, role, and identity so your goals compete with the urgent. From there, you’ll identify a few high-impact behaviors within your control, name realistic roadblocks based on your history, and pair each with specific if-then plans. You’ll design progress signals to catch movement early, set tripwires to trigger small course corrections, and add recognition practices that keep energy alive in long fundraising cycles.To make the process less lonely, we introduce the Big Goal AI coach. It won’t hand you answers or a checklist; it asks sharper questions, slows you when you’re vague, and nudges you to narrow focus when ambition sprawls. Used with the worksheet, it keeps your thinking tethered to real decisions and support systems—not wishful scoreboards. By the end, you’ll have a steadier relationship with goals that helps you aim higher without burning out, and a practical way to adjust without shame when reality shifts.Grab the free Big Goal worksheets and get limited-time access to the AI coach at letstalkfundraising.com/resources. If this helped you rethink your year, subscribe, leave a review, and share it with a colleague who could use lighter, stronger goals.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  18. 43

    From Survival Mode to Steady Fundraising: How AI Brings Calm to Year-End

    Year-end fundraising doesn’t have to feel like survival mode.If you’ve ever spent December scrambling — rushing appeals, juggling Finance deadlines, and showing up exhausted for donors and family — you’re not alone. The truth is, survival mode isn’t a strategy. Steady rhythms are.In this episode, I’ll share how to shift from frazzled to focused — and how AI can become the quiet assistant that keeps your year-end fundraising consistent, clear, and calm. You’ll hear practical steps you can start now to build a rhythm that carries you through December with confidence (without burning out).✨ Ready to stop the chaos and bring steady rhythms into your year-end?👉 The Fundraiser’s AI Starter Suite http://www.letstalkfundraising.com/startersuiteThis course was built for fundraisers like you — not as a tech-heavy seminar, but as a supportive, simple path to using AI safely, humanly, and effectively. One short lesson is all it takes to feel the difference by Friday.🔑 What You’ll Learn in This Episode:✔️ Why survival mode fails (and how to break free from it)✔️ The small, repeatable rhythms that bring calm to year-end fundraising✔️ How AI can support you as a steady co-creator — not a replacement✔️ Practical ways to save time, protect consistency, and find peace of mind📌 Next Steps✔️ Subscribe for weekly strategies on fundraising clarity, confidence, and AI support✔️ Leave a 5-star rating & thoughtful review — it helps other fundraisers find these conversations✔️ Start your AI journey here: The Fundraiser’s AI Starter Suite http://www.letstalkfundraising.com/startersuite💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  19. 42

    When Donor Thank-Yous Feel Rushed

    Every fundraiser knows the weight of unwritten thank you notes—that pile on your desk, the rushed emails sent just to clear your to-do list, the nagging guilt when your gratitude doesn't sound quite right. You're not alone in this struggle.I share a personal story about working at an organization where the CEO expected impossible levels of personalization in donor thank yous. They wanted handwritten notes with intimate details for hundreds of weekly donors—references to tennis games, grocery store encounters, and family conversations I couldn't possibly know. This unsustainable expectation nearly broke me, and it highlights a crucial truth: when thank yous feel rushed, it's not because you don't care enough—it's because your system wasn't designed for your reality.The solution isn't working harder; it's establishing rhythm. Donors don't need literary masterpieces crafted entirely from scratch. They need to feel seen, valued, and appreciated through timely acknowledgment that sounds like you. When we lack this rhythm, donors wait too long for generic notes, and we carry unnecessary guilt that drains our energy.This is where thoughtfully implemented AI can transform your gratitude practice. Not by replacing your voice, but by providing strong first drafts that eliminate the blank page and give you a foundation to build upon. With this approach, you can generate hundreds of personalized drafts quickly, allowing you to add those special touches that matter most while ensuring every donor hears from you promptly.The mindset shift is powerful: gratitude isn't less authentic when you use support—it's more authentic because it arrives on time, carries your voice, and reflects care without burnout. Using templates or AI isn't cheating; it's choosing presence over perfection. It's sustainability that lets you keep showing up consistently for your donors over the long haul.Ready to transform your thank you process? Join me in the Fundraiser's AI Starter Suite to learn how one short lesson can help you build a rhythm that gives you back your breath while strengthening donor relationships.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  20. 41

    The Sunday Countdown and the Fundraiser’s Rhythm That Brought Relief

    The Fundraiser's AI Starter SuiteIf Sunday nights feel like the slow countdown to another heavy Monday, you’re not alone. I know that tightening in your chest — the mental list of donor follow-ups, board reports, events that need funding, and the quiet weight of a mission too big for one person to carry.For years, I fought through it with a brave face and a tired heart. I thought if I just worked harder, smiled brighter, or slept less, maybe we’d finally turn a corner. But the load didn’t get lighter — it grew heavier.That’s why in this episode, I share the truth about how I found a different rhythm. Not hustle. Not hype. A steadier way to begin the week — with AI as a supportive assistant, not a replacement for your voice.I’ll tell you about the false starts (like the first time I asked for a “persuasive” appeal and got a manipulative draft I’d never send), and what shifted when I realized AI is not a test with one right answer. It’s a conversation you can shape. Warmer. Shorter. One true detail. Suddenly, the pressure dropped, and the drafts started sounding like me.Along the way, we’ll sit with the real hesitations:– “I don’t have time.”– “Will it sound robotic?”– “Is donor data safe?”– “Am I already behind?”And I’ll show you how small, safe steps can pay you back by Friday.By the end, you’ll see what a first week can look like when you set clear guardrails, send thank-yous that sound like you, and outline a board report without losing your morning. Not a grand reinvention — just a quieter confidence you can feel in your calendar and in your body.If you’ve been carrying the weight alone, this episode is for you.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  21. 40

    Turn Prompts into AI Assistants: CustomGPTs for Fundraisers

    Ever wish you could clone yourself on Monday morning?In this mini-episode, I’ll show you how to turn your favorite prompts into something far more powerful: CustomGPTs—personalized AI assistants trained on your best fundraising language and strategy.You’ll learn how to build three fundraisers’ essentials:• An Email Writer that drafts thank-you notes, follow-ups, and appeals• A Board Report Builder that turns CRM data into clear, mission-driven insights• A Prospect Profile Generator that compiles ethical, actionable donor briefsAnd here’s the key: we’ll also walk through how to keep them fresh with a simple weekly reset. In just two focused hours a week, your AI tools stay sharp and strategic—so you spend less time retyping and more time fundraising.Whether you’re brand new to ChatGPT or already experimenting with prompts, this episode gives you the clarity and confidence to start using AI as a real partner in your work.🎓 Ready to build your first CustomGPT?Join my new digital course: The Fundraiser’s AI Starter Suite🖱 Enroll now at letstalkfundraising.com/startersuiteInside, you'll get:• Bite-sized lessons (5–20 min each)• Step-by-step builds of your first CustomGPTs• Tools to protect donor data and write better prompts• Lifetime access and all future updates📌 Visit letstalkfundraising.com/startersuite to get started.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  22. 39

    Instant Donor Insights: One ChatGPT Prompt Replaces 17 Research Tabs

    Your browser groans under the weight of countless tabs while your prospect's name stares at you from the CRM dashboard. The research rabbit hole keeps getting deeper, consuming hours of your day with diminishing returns. Sound familiar?Prospect research doesn't have to be this way. The real power in donor profiles isn't found in data volume but in actionable insights that spark meaningful conversations. Yet most fundraisers fall into the trap of mistaking thoroughness for effectiveness, spending over half their preparation time gathering information rather than developing strategy. This misalignment costs more than time—it compromises the quality of donor relationships.This transformative approach redefines fundraising diligence through a simple yet powerful ChatGPT strategy. Using a carefully crafted 45-word "public source meta prompt," you can ethically gather verified donor information from public sources in minutes rather than hours. The prompt delivers concise, actionable insights about career milestones, philanthropic interests, and mission alignment—each with cited sources—freeing your mental bandwidth for what truly matters: strategic interpretation and personalized engagement.The shift isn't about cutting corners—it's about optimizing your expertise. True rigor in fundraising research lies in discernment, not manual labor. By letting AI handle the heavy lifting of data gathering, you reclaim time for the deeply human work of building donor relationships based on values and genuine connection. This approach ensures consistency across your fundraising team while maintaining the highest ethical standards, using only public information with proper citation.Ready to transform your prospect research workflow? Download the free AI Made Easy prompt pack from letstalkfundraising.com and test a proven fundraising prompt today. Experience firsthand how liberating it feels to step away from endless tabs and into strategic clarity. Your donors deserve conversations driven by insights, not data dumps—and you deserve the professional satisfaction of focusing on what you do best.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  23. 38

    Don’t Drown Your Board in Data—Do This Instead

    Every nonprofit leader knows the struggle: that moment when your calendar reminder pops up – "Board packet due tonight." You export columns of numbers from your CRM, spend hours wrestling with spreadsheets, triple-checking figures, and aligning columns. All this effort, only to watch board members' eyes glaze over two pages into your meticulously crafted report.What if there's a better way? A method that transforms dense data into clear, compelling narratives that your board not only understands but champions? This episode unveils how AI tools like ChatGPT can become your secret weapon for creating board reports that drive action instead of inducing sleep.The key insight is deceptively simple: boards fund and support what they understand. When your reports drown decision-makers in raw numbers, strategic conversations stall and opportunities fade. But when you translate those same metrics into concise, mission-focused stories, your board becomes energized, engaged, and eager to help.Learn the practical "Summarize, then Style" workflow that transforms CRM exports into board-ready narratives in minutes rather than hours. Discover how two simple prompts can extract clarity from complexity without sacrificing essential information or your organization's unique voice. Most importantly, free yourself from the belief that your value is measured by hours spent crafting reports, rather than by how effectively you communicate what matters.Ready to reclaim your evenings, energize your board, and refocus on relationship-building? Try the simple workflow shared in this episode today, and experience the power of clarity-first communication. Your board – and your sanity – will thank you.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  24. 37

    Inbox Freedom: AI‑Powered Donor Replies

    Drowning in donor emails while struggling to craft thoughtful, personalized responses? You're not alone. Fundraisers everywhere face this daily challenge—balancing the need for authentic communication with the reality of limited time and mounting inbox pressure.The secret most successful fundraisers discover is that timely responsiveness isn't just an administrative task—it's a relationship-building superpower that directly impacts donor trust and giving potential. Each prompt, thoughtful reply silently communicates powerful messages: I see you, I value your time, and your relationship matters to our mission.This episode reveals how to transform your approach to donor emails using a simple, reusable prompt template that works with ChatGPT to generate personalized draft responses in seconds. Rather than diminishing authenticity, this structured approach actually enhances it by freeing your mental bandwidth for the personal touches that truly matter to donors. You'll learn exactly how to implement this system, from creating the perfect prompt to quickly adding those relationship-deepening details that only you can provide.The fundraisers who initially resist template-based approaches often become their strongest advocates after experiencing the benefits firsthand. Beyond just saving time, this approach reduces decision fatigue, maintains consistent quality regardless of how busy your day becomes, and transforms your inbox from a source of stress into a strategic relationship-building asset.Copy the 44-word template provided below and try it on one unanswered donor email today. Notice the minutes you reclaim, then message me directly on LinkedIn to celebrate your quick win. While you're at it, subscribe to the podcast, leave a five-star rating, and share what you'd tell a friend when recommending this content.“Write a <WORD_COUNT>-word reply to <DONOR_FIRST_NAME> who asked about <TOPIC>. Thank them, answer the question clearly, and invite <NEXT_STEP>. Keep the tone <TONE> and avoid jargon.”💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  25. 36

    Why Accuracy Is the Hidden Superpower of Stewardship

    Every fundraiser faces the same dilemma: we need efficiency, but we can't sacrifice accuracy. When that major donor asks for one critical data point before finalizing their six-figure gift, the pressure to respond quickly meets our professional obligation to be absolutely correct.ChatGPT makes this balancing act even trickier. Its confident, polished responses can mask a dangerous problem: AI hallucinations—fabricated information delivered with complete assurance. These aren't intentional lies but rather the model filling knowledge gaps with what sounds plausible. The danger comes when these fabrications slip into donor communications, undermining the trust foundation that every successful fundraising relationship requires.This episode introduces a powerful principle: accuracy is stewardship. When donors receive information from your organization, they're not just reading facts; they're making judgments about your credibility. Even small inaccuracies can create cracks in the foundation of trust, and in fundraising, these cracks directly impact your ability to secure and retain support for your mission.The good news? A simple five-word prompt can dramatically reduce this risk: "Cite sources for every claim." By implementing the "source-then-write loop" workflow, you can transform how you use AI—requesting verification before content creation rather than after. This approach doesn't just protect against errors; it lets you leverage AI's efficiency while maintaining complete confidence in what you send.Whether you're writing donor updates, impact reports, or quick responses to board inquiries, this verification-first approach ensures you never sacrifice integrity for speed. Because in fundraising, trust isn't just nice to have—it's everything. Join us to discover how the most successful fundraisers are using AI to enhance relationships rather than potentially damage them.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  26. 35

    Why Momentum Beats Perfection in Fundraising Writing

    Ever found yourself paralyzed by a blinking cursor, struggling to craft the perfect donor message? You're not alone. Fundraising writing can be deeply intimidating—it needs to reflect understanding, empathy, clarity, and warmth all at once while connecting emotionally with donors.The secret to breaking through this paralysis lies in a simple mindset shift: momentum beats perfection. Every time. Rather than agonizing over creating the perfect message from scratch, what if you could instantly generate a solid first draft and focus your energy on refining it instead? This approach doesn't sacrifice quality—it enhances it by freeing you from the draining process of getting started.Enter the "Who-Goal-Guardrails" recipe for ChatGPT—a straightforward, three-line framework that transforms how fundraisers approach donor communications. By clearly identifying your audience, defining your objective, and establishing boundaries around tone and style, you provide AI with exactly what it needs to create a useful starting point. From there, your uniquely human perspective shapes the message, adding the personal touches and emotional resonance that only you can provide.This strategic partnership with AI isn't about replacing your authentic voice—it's about amplifying it. When you're no longer exhausted by blank page anxiety, you can invest your creative energy where it matters most: deepening donor relationships through genuinely personalized communication. The result? Messages that feel warmer, clearer, and more aligned with your fundraising goals.Ready to transform your writing process? Download the free Quick Start Prompt Pack at podcastletstalkfundraising.com/promptpack for fill-in-the-blank templates and 12 ready-made prompts tailored to common donor scenarios. It's time to reclaim your confidence, improve your messaging quality, and strengthen your donor relationships—all by embracing the power of "good enough to refine" over "perfect from the start."Download the FREE AI Prompt Pack. 💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  27. 34

    How to Use ChatGPT Without Compromising Donor Privacy

    Every fundraiser knows that donor trust is the foundation of successful philanthropic relationships. But in our rush to embrace powerful AI tools like ChatGPT, we risk compromising that trust through accidental exposure of sensitive information. What begins as an innocent copy-paste into an AI prompt can instantly transform into a serious data breach that damages hard-earned relationships.This episode tackles the critical intersection of donor data privacy and AI efficiency. We explore how even small, routine actions—hastily copying donor details or pledge amounts—can lead to unintended privacy violations. Rather than avoiding technology altogether, we introduce practical safeguards like the "describe-don't-deposit" approach that replaces sensitive information with simple placeholders before using AI tools. This 30-second practice transforms how you can safely leverage ChatGPT's capabilities while maintaining absolute data security.We also demystify the crucial privacy differences between ChatGPT's free, Plus, and Teams/Enterprise versions, helping you make informed decisions about which level of protection your donor relationships require. The Teams version offers enhanced security features that allow organizations to disable data storage and external review—ideal for handling confidential donor information. By implementing straightforward internal policies and adopting a "scrub-first" mindset, fundraising teams can embrace AI confidently without compromising stewardship integrity.The mindset shifts we discuss reframe data security from a burdensome extra step to an empowering foundation for deeper donor relationships. When you approach technology with intentionality and care, privacy and efficiency become complementary strengths rather than competing priorities. Join us to discover how protecting donor information isn't just good ethics—it's good fundraising that demonstrates your commitment to stewarding not just gifts, but the precious trust behind them.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  28. 33

    More Donor Time, Less Desk Time: The Case for AI in Your Fundraising Week

    Trapped in an endless cycle of drafting donor emails while meaningful connections take a backseat? The silent crisis of administrative drag is depleting fundraisers' energy and passion nationwide. What if reclaiming hours every week could be as simple as embracing the right technological tools?This transformative exploration reveals how AI tools like ChatGPT can revolutionize your fundraising practice—not by replacing the human touch, but by magnifying it. Discover how cutting your email drafting time from 20 minutes to just 5 minutes per message can save you 2.5 hours weekly. Learn practical, step-by-step methods to generate donor summaries, briefing documents, and communications while maintaining complete data security.The revelation isn't that AI can write emails—it's that when administrative burden shrinks, relationship capacity expands. Fundraising burnout doesn't come from connecting with donors; it stems from drowning in paperwork that pulls us away from those vital interactions. By automating the mechanical aspects of development work, you reclaim the heart of fundraising: authentic human connection.We tackle crucial mindset shifts that transform how you view technology in relationship-building. Far from diminishing your authenticity, AI elevates it by clearing away distractions. Rather than threatening your value as a fundraiser, it amplifies the uniquely human skills—empathy, judgment, emotional intelligence—that no algorithm can replicate.Ready to transform your fundraising practice? Start with just one communications task today. Craft your first AI-assisted donor message and experience firsthand how technology can serve your mission, not the other way around. Connect with me on LinkedIn to share your results and join the conversation about how thoughtful automation is revolutionizing donor stewardship.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  29. 32

    You’re Not for Everyone—And That’s a Good Thing

    Have you ever left a donor meeting wondering, “Why did I say it like that?”Or felt that quiet pressure to be more agreeable, more polished, more… perfect?In this episode, Keith shares a story fresh from the road—an alumni reception that turned into a powerful reminder: you don’t have to be everyone’s favorite to be an exceptional fundraiser.If you’ve ever struggled with people-pleasing, felt the weight of performance, or questioned your unique style in this work, this episode is your permission slip to stop contorting and start connecting.Because people give to support the work… but they give through people.And the only way your people can find you—is if they can see you.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  30. 31

    Whose Voice Is In Your Head? Releasing Inherited Limiting Beliefs

    Ever poured hours into a project only to watch it get worse, not better? That frustrating cycle of diminishing returns might be fueled by a deeply-held belief that's actually holding you back.Growing up, I absorbed my father's working-class ethos that hard work—defined by time spent, effort exerted, and suffering endured—was the only path to success. This belief followed me through school and into my career, where I'd routinely second-guess myself, redo perfectly good work until it deteriorated, and eventually develop unhealthy procrastination habits. The breaking point came when I witnessed a colleague working 70-hour weeks with additional staff and still falling behind. That's when I realized I was trapped in the same pattern.The transformation began when I started trusting my instincts, setting shorter timelines, and evaluating work at the halfway mark. Surprisingly, 95% of the time, my initial work needed no changes. This wasn't just about working smarter—it was about recognizing that our limiting beliefs often protect us in some way, even as they sabotage our success. My belief about hard work made me feel worthy and shielded me from the fear of not being enough.This mindset shift extends beyond personal productivity to how we approach tools like artificial intelligence. Many fundraisers resist AI because they value human connection, but what if technology isn't the barrier between you and your donors? What if it's actually the solution that clears away administrative burdens so you can be more present in those relationships?Ready to identify which beliefs are holding you back? Download our free "AI for Major Gift Fundraisers" cheat sheet with five simple prompts to help you reclaim your time and focus on what truly matters. Visit downloads.letstalkfundraising.com/AIprompts to get started today.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  31. 30

    Stop Wrestling with Technology and Start Connecting with Donors

    Have you ever left a donor meeting, recorded quick thoughts on your phone, then spent hours translating those scattered notes into a proper contact report? There's a better way.At AFP Icon in Seattle last month, I watched a room full of fundraisers experience a collective "aha" moment. It wasn't sparked by fancy tech demos or pie-in-the-sky AI promises. It happened when they realized that tools like ChatGPT could immediately solve real problems they face every day. One fundraiser's words particularly resonated: "I always thought this stuff was for the tech team. I had no idea I could do it myself, like today."That's the disconnect we need to bridge. AI has become an overwhelming buzzword, with too many platforms and not enough practical guidance. You've likely tried AI tools only to receive content that sounds like it came from a corporate handbook rather than your authentic voice. Maybe you've spent more time fixing AI-generated content than you would have spent just writing it yourself. The frustration is real — every minute wrestling with technology is a minute you're not deepening donor relationships.Let me walk you through three game-changing tactics that are already helping fundraisers reclaim hours each week: First, "persona prompting" ensures AI understands your authentic voice before generating content. Second, turning voice notes into polished contact reports with a single prompt can save hours of documentation time. Third, building custom dashboards becomes simple when AI guides you through the process. These aren't theoretical possibilities — they're practical tools you can implement tomorrow.Imagine saving eight hours this week, not by skipping meetings or working through lunch, but because your tools actually worked for you. What would you do with that time? Call that lapsed donor? Feel prepared for your next meeting? Or simply go home on time?💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  32. 29

    Behind the Ask: Navigating Your First Major Gifts Role

    The journey from behind-the-scenes prospect researcher to frontline major gift officer can feel like jumping into the deep end without a life vest. In this illuminating conversation, Matt Stokes, Leadership Giving Officer at Yale University, shares his experience making this challenging career transition and the lessons he's learned along the way.Matt brings a unique perspective, having spent years analyzing data and identifying prospects before stepping across the table to build relationships with donors directly. He reveals how his background in research has shaped his approach to cultivation and solicitation, providing him with valuable insights that many fundraisers never develop. Most importantly, he discusses the mindset shifts required when moving from data analysis to relationship building – particularly the realization that donors genuinely want to make meaningful impacts through their philanthropy.Professional development emerges as a crucial theme throughout our conversation. Matt credits scholarships from organizations like AFP and CASE with providing essential learning opportunities when organizational budgets might have limited his growth. He emphasizes the transformative power of mentorship, sharing how two influential leaders in the fundraising community have shaped his career trajectory through their guidance and wisdom. For those early in their fundraising careers, he offers practical advice on finding mentors and accessing professional development, even with limited resources.Perhaps most valuable is Matt's advice on building confidence in donor conversations, particularly for those new to making solicitations. He reframes these potentially intimidating encounters as opportunities to help donors achieve their philanthropic goals – a perspective that transforms the entire relationship dynamic. His insights on handling donor criticism demonstrate emotional intelligence that fundraisers at any career stage can learn from.Whether you're considering making the leap into major gifts, are new to frontline fundraising, or are looking to build stronger bridges between your research and development teams, this conversation offers practical wisdom from someone who has successfully navigated this critical career transition.Connect with us to continue the conversation and subscribe for more insights on advancing your fundraising career!💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  33. 28

    Quiet Power: The Introvert's Guide to Fundraising Success

    When you picture a successful fundraiser, do you imagine someone who commands the room, speaks eloquently without hesitation, and thrives in crowds of donors? That stereotype has dominated our field for decades—but what if the most powerful fundraising superpower isn't being heard, but truly hearing others?Carissa Konesky, CFRE and advancement officer at Simon Fraser University, challenges this outdated notion through her remarkable career journey. Recognized as a Top 30 Under 30 by BC Business and Woman of the Year rising star, she's built meaningful donor relationships not by dominating conversations, but through the quiet strength of deep listening and genuine connection.This eye-opening conversation explores how fundraising environments often favor extroverts—from rapid-fire brainstorming sessions to expectations around networking—and offers practical strategies for both introverts navigating these spaces and organizations wanting to support them. Discover the critical distinction between introversion and shyness, and why assuming quiet team members can't handle donor relationships might mean you're overlooking your most effective relationship builders.Carissa shares powerful examples of how listening transformed challenging donor interactions, built lasting trust, and ultimately secured significant gifts. For introverted fundraisers who've wondered if they belong in this field, her message resonates with validating clarity: your quieter approach isn't just valid—it might be exactly what today's donors are seeking.Whether you identify as an introvert seeking strategies, an extrovert wanting to better support colleagues, or a leader building a balanced team, this conversation offers invaluable insights about embracing diverse fundraising styles. Connect with Carissa on LinkedIn to continue this important conversation about making space for all voices in our profession.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  34. 27

    Ditch Fear, Choose Joy: The Fundraising Shift You Need to Make

    Fundraising shouldn’t feel like manipulation. It shouldn’t leave donors feeling drained, guilty, or pressured into giving. Yet, so much of our industry—especially certain political campaigns—leans into fear as a motivator. And while fear might work once, it doesn’t build relationships. It doesn’t make donors want to come back.You know what does? Joy.In this episode, I’m sharing two unforgettable stories from my time in hospice fundraising—one about a 102-year-old who became the town’s most eligible bachelor, and another about a baby boy who taught his family the power of love in the smallest of moments. These stories prove that when we lead with joy, we don’t just raise money—we create connection, community, and generosity that lasts.If you’re tired of fear-based fundraising… if you want donors who love giving… if you’re ready to build a mission that feels good—this episode is for you.Let’s talk about why joy wins.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  35. 26

    Using AI to Amplify the Personal Side of Fundraising

    Can AI really enhance human connection in fundraising, or is it just a high-tech distraction? Let's tackle this question head-on, revealing how AI can be a transformative force in the nonprofit sector. This episode isn't about replacing the personal touch — it's about using AI to deepen it. As I prepare for my upcoming session at the AFP Icon conference in Seattle, I'll guide you through the ethical integration of AI, showing how it can streamline repetitive tasks and allow us to focus on what truly matters: building genuine relationships and crafting compelling stories that resonate with donors. This isn't just tech-talk; it's a hands-on challenge to experiment with AI. Whether you're drafting emails or summarizing reports, I encourage you to explore its potential in your fundraising efforts. And remember, it's not about being perfect — it's about understanding and leveraging AI as a strategic assistant. Together, we'll discuss how AI aligns with organizational values and enhances our capacity to make meaningful impacts. With curiosity and strategic intent, let's embrace AI and transform the way we connect with our communities, making our work smarter and more human than ever before.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  36. 25

    Are You Fundraising or Just Panhandling? The Right Way to Inspire Giving

    Have you ever felt like fundraising was just begging for money? Like you were throwing out asks and hoping someone would say yes? If so, you’re not alone—but there’s a reason it feels that way. And it’s not just you.In this episode of Let’s Talk Fundraising, I break down the difference between real fundraising and what I call panhandling. It all started with a phone call that should’ve been about speaking at a conference—but instead turned into a hard sales pitch for sponsorship. And when the other fundraiser shrugged and said, “Well, we have to ask everybody”, it hit me like a brick.No. We don’t.Fundraising isn’t about throwing out asks to anyone with a checkbook. It’s about building real relationships, aligning passions with purpose, and guiding donors on a hero’s journey—where they see themselves as part of the change.In this episode, we dive into:🎙️ The huge mistake that makes donors run the other way🎙️ Why real fundraisers never feel like salespeople🎙️ The key to making donors excited to give (without pressure)🎙️ How to stop “panhandling” and start inspiring generosityIf you’re tired of making asks that feel transactional, if you want to build real donor relationships that last, this episode is for you.🚀 Let’s raise money the right way.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  37. 24

    Building Trust and Belonging: Transforming Nonprofit Fundraising Teams with Bri Gerzevske

    Join us for an enlightening conversation with Bri Gerzevske, an expert in nonprofit fundraising leadership, as she shares her transformative approach to creating high-functioning teams. Ever wondered how to step into a new leadership role and immediately start building trust and a positive team culture? Bri’s strategy centers around joy and belonging, and she shares how one-on-one meetings can help set expectations and understand team dynamics, all while maintaining healthy work-life boundaries. She also tackles the thorny issue of micromanagement and the importance of fostering a trust-based work environment.The episode takes a deep dive into the challenging waters of hiring without bias. We explore the critical need for self-awareness and environmental analysis before recruitment, using approaches like SWOT analyses to ensure a well-rounded and diverse team. Bri shares her firsthand experiences balancing the emotional demands of fundraising in social services, particularly at St. Patrick's Center, where the administrative duties often intersect with the harsh realities faced by program staff. Through thoughtful strategies, she demonstrates how managing expectations is crucial for effective fundraising, while also highlighting the emotional resilience required in this field.Finally, we delve into empowering teams through sustainable growth and support. Discover how to create a safe environment that encourages personal and professional development for each team member. Bri emphasizes the importance of recognizing what drives individuals and being a strong advocate for their aspirations, even when it means preparing them for opportunities beyond the current organization. We wrap up with practical advice on celebrating wins, integrating new team members, and maintaining a cohesive, motivated team dynamic that not only meets but exceeds fundraising goals.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  38. 23

    Transforming Holiday Generosity: Sustaining Impact Beyond the Season with Leanne Baumel

    What if holiday generosity could transform lives beyond the festive season? Leanne Baumel, Chief Development Officer at Casa de Esperanza de los Niños, joins us to share her insights from the frontline of holiday fundraising. We'll unravel the complexities and joys of orchestrating campaigns like "Triple the Hope," which has successfully raised over $550,000, and explore the heartfelt process of bringing Christmas cheer to 350 children. Leanne's stories shed light on the power of donor support in changing lives while also navigating the well-meaning chaos that often accompanies it.The holiday season brings unique challenges for nonprofits, and Leanne doesn’t shy away from discussing them. With vivid anecdotes, she illustrates how Casa de Esperanza aligns donor intentions with organizational needs, ensuring the dignity and personal touch in family celebrations. We also discuss how setting boundaries and maintaining donor engagement throughout the year is crucial for sustained success. The essence of year-round support, the significance of unrestricted giving, and the importance of strong relationships with corporate donors are pivotal themes that surface throughout our discussion.Cross-team collaboration and empowering leadership are vital for nonprofits, especially during the bustling holiday months. Leanne shares her journey from a hands-on "doer" to a strategic leader who trusts her team to make impactful decisions. We also touch on creative strategies, such as utilizing Amazon wishlists and engaging corporate partners in unique ways, to streamline operations and maximize donations. Leanne's experience offers a blueprint for nonprofit professionals eager to harness the spirit of the season while ensuring long-term support and growth.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  39. 22

    Beyond Quick Fixes: Real Solutions for Fundraiser Burnout with Raiya Sankari-Diaz

    Ever wonder why so many fundraisers are burnt out and how to truly support their well-being? Join us as we engage with Raiya Sankari-Diaz, a global HR expert, to uncover the hidden causes of burnout in the fundraising sector. Forget superficial solutions like mindfulness apps; Raiya shares why authentic well-being programs, backed by genuine leadership buy-in, are essential. We explore the pitfalls of "care washing," where insincere initiatives lead only to dissatisfaction and disengagement, and we offer real-life insights and actionable strategies for fundraisers seeking more meaningful change.Shift gears with us as we explore how smaller nonprofits can cultivate a healthy workplace culture that thrives on connection, creativity, and employee well-being. We dive into the importance of holistic approaches, emphasizing psychological safety, trust, and flexibility. Learn how to effectively engage stakeholders and gather meaningful data to tailor well-being initiatives to your organization’s specific needs. Even if you're not in HR, discover how you can influence positive change through cross-functional collaboration and data-driven approaches. Let’s break the culture of scarcity and work towards a thriving, inclusive workplace environment that stands the test of time.HBR Article: Why Workplace Well-Being Programs Don't Achieve Better Outcomes💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  40. 21

    Redefining Board Success: From Recruitment to Engagement with Phelosha Collaros

    Unlocking the secrets to managing effective nonprofit boards, our episode promises to transform your approach to board recruitment and engagement. With our insightful guest, Phelosha Collaros, we uncover how to transcend the traditional focus on financial capacity and instead recruit board members driven by passion and alignment with your mission. This discussion challenges the norm, advocating for a nuanced, staged pipeline approach to recruiting, where financial commitment is just the starting point for identifying true mission champions.Prepare to rethink your onboarding strategy with lessons from the seasoned expertise of Phelosha Collaros. Transitioning from basic orientations to a more structured and comprehensive onboarding program, we detail the essential steps your organization needs to cultivate dedicated board members right from the start. By crafting tailored welcome emails, hosting informative orientation sessions, and setting up mentorship opportunities, your nonprofit can ensure a seamless integration that fosters long-term engagement and accountability.Finally, delve into the intricacies of board engagement and governance with actionable strategies to elevate your board’s effectiveness. From candid conversations and peer counseling to utilizing anonymized surveys for honest feedback, this episode is packed with innovative ideas to keep board members motivated and mission-aligned. Discover how redefining fundraising roles and celebrating successes can transform your board’s fundraising potential without overwhelming them. Tune in to gain valuable insights and practical advice from Phelosha Collaros on cultivating a board that not only supports but champions your organizational goals.Association of Governing Boards💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  41. 20

    Becoming a Gratitude Champion

    Unlock the secret to unlocking donors' hearts and wallets with gratitude! Discover how practicing genuine appreciation can transform your fundraising efforts and create lasting partnerships. Dive into the "rule of seven" and learn how consistent, heartfelt gestures can make your supporters feel truly valued and connected to your cause.Learn from Heidi Atkinson's insights as we explore strategies like thank-you phone calls and celebratory events that can boost donor loyalty. Uncover the power of personal interactions and find out how board members can directly impact donor retention by reaching out to first-time contributors. From intimate donor luncheons to personalized notes, we'll cover innovative ways to honor and inspire your donors, ensuring they feel cherished and essential to your mission.Unlock the potential of CRM systems as more than just databases, but as tools to enhance donor relationships and automate gratitude reminders. Discover how to maintain authenticity and personalization, even in an automated world, with customized messages and strategic segmentation. Hear a compelling story of how a simple thank-you call turned a modest gift into a monumental donation, illustrating the unparalleled impact of genuine gratitude. Join us on Let's Talk Fundraising and become a champion of donor appreciation today!💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  42. 19

    From Skepticism to Collaboration: AI in Nonprofits

    Unlock the transformative potential of AI in fundraising, as we explore how technology is reshaping the nonprofit landscape. From the initial skepticism and concerns of job security that accompanied the launch of ChatGPT, to the innovative strides made in aligning AI outputs with organizational values, this episode promises a journey through the evolving perceptions and uses of AI in the nonprofit sector. Discover how AI has transitioned from a misunderstood tool to a creative partner, opening new opportunities for fundraisers while enhancing the essential human elements of donor relationships.We'll journey behind the scenes of crafting authentic nonprofit messages, shedding light on how AI is being integrated into communication strategies. By examining the parallels between human collaboration and AI assistance, we highlight the ethical considerations and transparency needed when scaling content across platforms. Learn about the concept of "hero content" and how AI plays a vital role in transforming these narratives into diverse formats, maintaining trust and alignment with organizational values.The conversation also delves into the ethical use of AI chatbots and the importance of maintaining personal connections with donors. As AI becomes a thought partner in the fundraising world, this episode emphasizes the need for ethical integration and transparency in utilizing AI. Whether you're looking to brainstorm, draft, or engage in mass communications, we encourage listeners to share their experiences and foster a community of innovation, ensuring AI is used responsibly to enhance mission-driven relationships.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  43. 18

    Transforming Workplaces: The Power of Authentic Leadership with Lasha Murray

    Unlock the secrets of authentic leadership with Lasha Murray, the visionary founder of The Unapologetic Leadership Coach. Lasha introduces her groundbreaking BANG framework—Belonging, Authenticity, Networking, and Growth—designed to create meaningful professional connections. Together, we tackle the challenges young professionals face in maintaining their authenticity amidst workplace conformity and explore how leaders can foster individuality without compromising their organization's identity. Lasha's insights promise to transform the way you view leadership and community-building in the workplace.Our conversation with Lasha highlights the critical role leaders play in creating inclusive spaces by setting aside personal biases. Tune in to discover practical strategies for promoting individual growth and team collaboration, including the "stop, start, and continue" feedback framework. With engaging stories, like a child's desire to dye their hair, we explore how unconscious biases shape decision-making. Lasha emphasizes the importance of building authentic connections and offers tips for leaders to immerse themselves in their teams' daily experiences, aligning leadership with the dynamic needs of modern workplaces.Get ready for a dose of enthusiasm as we introduce the exciting series of live coaching sessions coming this November. Lasha shares how these transformative webinars will cover essential career development topics, from salary negotiation to mastering interviews, ensuring an open and inclusive atmosphere. As we gear up for the rapid-fire coaching sessions, the excitement is palpable—join us to experience firsthand the power of authentic leadership and community building. This episode promises an engaging journey toward fostering a more connected and thriving workplace.Sign Up for Lasha's Webinar.Email Lasha Murray at [email protected]💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  44. 17

    Harnessing AI for Nonprofit Success: Unlocking ChatGPT's Potential

    Unlock the future of nonprofit success with ChatGPT as your intelligent ally. Ever wondered how artificial intelligence can do more than just draft emails? Dive into a world where ChatGPT revolutionizes nonprofit operations, from automating data tasks to crafting strategic plans and designing dynamic dashboards. We'll reveal practical insights on managing data with precision and creating powerful Excel formulas, freeing up your time to focus on what truly matters—driving your mission forward. If you're ready to transform your nonprofit's efficiency, this episode is your guide to harnessing AI's full potential.Join us as we explore ChatGPT's role in optimizing nonprofit activities, particularly in volunteer and project management. Discover how AI can tailor onboarding materials, streamline scheduling, and generate customized checklists and timelines, ensuring smooth operations and effective communication. As your personal research assistant, ChatGPT simplifies complex reports and uncovers grant opportunities, all while adhering to essential ethical standards. We emphasize the importance of privacy, transparency, and inclusivity, ensuring your nonprofit's integrity remains intact. This comprehensive look at AI’s capabilities will inspire you to embrace technology as a strategic partner in your mission-driven journey.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  45. 16

    Maintaining Integrity in Donor Relationships

    What happens when a job interview turns into an ethical quagmire? Join us as we unravel the story of a fellow fundraiser who faced an unsettling request during a job interview: to bring specific donors along to a new organization. This episode digs deep into the ethical complexities and challenges fundraisers face, especially when moving between jobs. We emphasize the critical need for genuine donor relationships, treating donors as partners in philanthropy rather than assets to be moved. Discover why maintaining ethical boundaries and focusing on long-term, sustainable growth is paramount in fundraising.Professional boundaries are essential for ensuring the integrity and effectiveness of fundraising efforts. By staying true to our mission and fostering authentic connections, we drive meaningful change and enhance our impact. This episode encourages listeners to share their own experiences and stories, reinforcing the collective effort to align fundraising with the values and causes that inspire us. Tune in for compelling insights on nurturing donor relationships and remaining committed to ethical stewardship in the world of fundraising. Let's continue to build lasting connections and make a difference together.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  46. 15

    There is no Courage without Fear

    What does it take to muster the courage to sing in front of an audience when fear grips you by the throat? Join us as we share a personal story that transforms a paralyzing fear into a triumphant moment, revealing profound parallels to the world of fundraising. We unpack the emotional journey fundraisers undertake, from the sting of rejection to the high stakes of advocating for causes that matter. This is a tale of resilience, emotional intelligence, and the unwavering focus on the mission that keeps fundraisers moving forward.Shifting gears, we delve into the true essence of courage—not as the absence of fear but as the decision to act despite it. Fundraising isn't just about asking for money; it's about raising hope, possibilities, and futures. We humorously flirt with the idea of a new career in singing "Closing Time" at bars, all while underscoring the messy, imperfect, yet powerful nature of courage. If you're seeking inspiration to stay bold, tackle your fears, and make a meaningful impact, this conversation is your motivational call to action. Tune in, laugh a little, and come away inspired to support the causes close to your heart.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  47. 14

    Bridging Political Divides to Foster Better Fundraising with Dawn Strauss

    Can you imagine fostering genuine understanding between political opponents in today's polarized climate? In this episode, we promise you'll gain the tools to do just that by learning from Dawn Strauss, Director of Development at Braver Angels. Dawn shares her remarkable journey of bringing Trump and Clinton supporters together through Braver Angels’ innovative Red Blue Workshops, which have grown into over a hundred alliances nationwide. We dive into how these initiatives not only heal personal and community relationships but also empower organizations to transcend political divides.Fundraising in such a divided landscape presents unique challenges, especially when engaging donors with starkly different viewpoints. We recount a gripping real-life example where a conversation with a donor about January 6th could have gone awry but instead turned into a lesson on the power of active listening and respectful dialogue. Make sure to check out the Trustworthy Elections Report Braver Angels has put together. This chapter underscores that while discomfort is inevitable, it is also essential for depolarization and fostering mutual respect. Supporting organizations for their mission, rather than the political stance of their leaders, is a crucial takeaway that can revolutionize your fundraising approach.Listening is an art, especially when engaging with those who hold opposing views. We explore how attentive listening not only builds bridges but can also correct misinformation and lead to unexpected alliances. By embodying these principles, fundraisers can enhance their organization’s mission and expand their reach. We also provide valuable resources from Braver Angels to further your understanding and encourage you to foster respectful human interactions for the greater good. Don't miss this episode if you want to transform your approach to fundraising and community building.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  48. 13

    Cultivate What Grows: Letting go of Non-responsive Donors

    Kevin L. Brown's LinkedIn Post that caught my eye.Ever felt like you're chasing donors who just aren’t that into you? It's time to rethink your strategy. This episode of Let's Talk Fundraising takes a deep dive into why some donors remain elusive and how to stop wasting your time. Inspired by Kevin L Brown's thought-provoking LinkedIn post and insights from sales expert Liz Wendling, we explore the signs that it's time to move on from unresponsive donors. Discover practical tips on maintaining your dignity and confidence, turning your focus to those who truly resonate with your mission. Drawing wisdom from the resilient gardeners of New Mexico, we emphasize the principle of "cultivating what grows." Not every donor relationship is worth the chase, just as not every plant thrives in the desert. By aligning our efforts with those who are genuinely interested, we can foster meaningful relationships that lead to transformative support for our communities. Tune in to learn how to break free from desperation cycles and invest in connections that truly matter.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  49. 12

    There's More Money Than Big Ideas: Why Bold Campaigns Win Big with Paul Johnson

    Unlock the secrets to successful major gifts and capital campaigns with Paul Johnson, the visionary founder of Creative Fundraising Advisors. With over 30 years of experience, Paul shares his invaluable strategies and real-world examples, perfect for both small nonprofits and large institutions. We discuss the critical readiness factors that can make or break your campaign, and the necessity of having a big vision—your North Star—that drives transformative changes like new buildings, endowments, or programs. Whether you're a seasoned fundraiser or a novice, this episode promises insights that will elevate your fundraising efforts.We dive into the importance of building a culture of philanthropy within your organization, especially crucial for smaller nonprofits. Paul offers practical advice on coordinating campaign plans with annual giving to prevent cannibalizing funds. We discuss how right-sizing your campaigns can build donor confidence and highlight the power of celebrating significant gifts to nurture a philanthropic spirit among staff and board members. By incorporating mission moments in board meetings and involving the entire staff in donor acknowledgments, you’ll see how these practices can reinforce the central role of philanthropy in achieving your mission.Get ready to be inspired by Paul's tips on strategic planning and maximizing fundraising success. He outlines the key elements of a robust strategic plan, emphasizing clear mission, vision, and guiding values, coupled with actionable goals. Learn why individual philanthropy is pivotal in campaigns and how to harness the power of a strong individual donor base. For small fundraising teams, Paul shares strategies to leverage board members and leadership effectively. We end on an uplifting note, celebrating the nobility of the fundraising profession and encouraging boldness and confidence in your efforts. This episode is a treasure trove of actionable tips and inspiring stories, making it a must-listen for anyone committed to advancing their organization's mission through effective fundraising.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

  50. 11

    My Three Essentials for a Fulfilling Fundraising Career

    Ever wondered how a college internship could lead to a fulfilling career in fundraising? Discover the transformative story of how an internship at Walt Disney World shaped skills in guest relations, trust-building, and creating magical moments, which seamlessly transitioned into a rewarding trajectory in fundraising. This episode uncovers why understanding people's motivations and resolving their concerns is crucial, not just in hospitality but also in nurturing donor relationships.We explore the elements that make a career truly satisfying: joy, purpose, and fair compensation. Whether you're embarking on a new career path or a seasoned fundraiser, learn why it's essential to identify what makes your work meaningful and never settle for anything less. Hear candid reflections on how meeting your core needs can make any challenge more manageable, and why everyone deserves to feel happy, fulfilled, and secure in their roles. Tune in for valuable insights that could reshape your approach to finding long-term happiness and success in your professional life.💡 Want to take the next small step?→ Free Download: 12 Fundraising Prompts You'll Actually Use→ Course:  The Fundraiser's AI Starter Suite

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ABOUT THIS SHOW

Welcome to "Let's Talk Fundraising" with Keith Greer, CFRE! This podcast is your go-to resource for mastering the essentials of fundraising while discovering how innovative tools and technology can supercharge your efforts. Whether you're a new fundraiser looking to level up your skills or a seasoned professional seeking timely reminders and fresh insights, each episode is packed with practical advice, creative ideas, and inspiring stories.Join Keith as he explores the core principles that drive successful fundraising and uncovers the latest strategies to make your job easier, more enjoyable, and incredibly impactful. From relationship-building and storytelling to leveraging the newest tech, "Let's Talk Fundraising" is here to help you transform your approach and achieve remarkable results for your organization.Subscribe now and be part of a community dedicated to elevating the art and science of fundraising. Together, we'll make a bigger impact, one ep

HOSTED BY

Keith Greer, CFRE

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