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Listen to the weekly podcast “Around with Randall” as he discusses, in just a few minutes, a topic surrounding non-profit philanthropy. Included each week are tactical suggestions listeners can use to immediately make their non-profit, and their job activities, more effective.

Find “Around with Randall” on Apple, Spotify, or wherever you listen to your podcasts.

Email Randall with a show topic: podcast@hallettphilanthropy.com

Email Randall with a thought regarding a specific show: reeks@hallettphilanthropy.com

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Posts tagged philanthropy
Episode 290: When Absolutely Necessary – The Why and How of Changing the Nonprofit Mission

There is a tension many nonprofit leaders feel but rarely name: when a mission statement remains sacred, even after the organization’s work has evolved. Mission change should be rare, careful, and rooted in identity rather than opportunity. It’s not about finding new language. The most important statement should accurately reflect who they are, what they do, and why their work matters now. For leaders navigating strategy, donor trust, and community need, consider this thoughtful framework for knowing when a mission is still guiding the work and when it may be holding the organization back.

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Episode 289: The Seven Deadly Sins and the Relationship to Philanthropy

What do the Seven Deadly Sins have to do with fundraising? More than you might think. Pride, greed, envy, wrath, sloth, and the others quietly find their way into nonprofit leadership, donor relationships, and fundraising strategy. This limits an organization's ability to fulfill its mission. Let’s dive in and find out how these timeless human tendencies show up in philanthropy and look at a practical framework for recognizing and overcoming them.

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Episode 288: The Donor Wants to Give: Why Aren't We Asking?

Most fundraising challenges don't stem from a lack of generous donors. They stem from never extending the right invitation. Organizations stay trapped in endless cultivation meetings, updates, and tours because they haven't uncovered what truly motivates a donor to give. The best solicitations are never surprises. Discovery should replace persuasion and six practical strategies can help donors accomplish the impact they already want to make.

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Episode 285: Mapping Donor Networks: Influencer Dynamics

Many fundraising conversations focus on the donor sitting across the table, but rarely are major philanthropic decisions made by one person alone. Spouses, children, attorneys, financial advisors, and trusted friends often shape the timing, confidence, and ultimate outcome of a gift. This episode explores how understanding those influence networks can remove hidden obstacles, strengthen donor relationships, and help donors make the decisions they already want to make. The best fundraisers aren't asking for gifts, they're helping donors navigate the people and dynamics that surround every significant decision.

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Episode 284: The Donor Waltz Three Conversation Sequencing that Builds Momentum

Fundraising is relationship building, but too many donor conversations feel disconnected, repetitive, and transactional. Enter the “Donor Waltz”. A three-step sequence of conversations designed to move donors from discovery to alignment, to meaningful commitment. Donors experience philanthropy emotionally, not operationally, and organizations that fail to find the emotional journey risk losing momentum, trust, and transformational opportunities. When fundraisers learn to sequence conversations, donor relationships begin to feel less like a checklist and more like a partnership.

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Special 19: The Great Philanthropists - Andrew Carnegie: The Starting Point of Modern Philanthropy

Andrew Carnegie did not believe philanthropy was simply about relieving immediate need. He believed it was about creating opportunities that could create generational change. In this special episode, we look at how Carnegie’s philosophy shaped modern giving through libraries, education, research, and long-term investment in human potential. Challenging nonprofits to think beyond short-term charity and ask a harder question. Are we only responding to problems, or are we helping people escape them? A reflection on wealth, responsibility, and the deeper purpose of philanthropy.

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Episode 283: Qualification Calls – Meetings: Getting to the Point and Not Wasting Time or Resources

Fundraisers often spend enormous amounts of time pursuing prospects who will never make a gift. Not because they lack capacity, but because nobody properly qualified their intent. In this episode, we look at one of the biggest hidden problems in fundraising: confusing wealth with philanthropic interest. Let’s explore how better qualification questions, smaller portfolios, and clearer disqualification standards can improve donor relationships and fundraising outcomes. Effective fundraising is not about collecting more names, it’s about identifying alignment and moving the right relationships forward.

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Episode 282: A Physical Stewardship Matrix: Creating, Having, and Using One

Most nonprofits talk about stewardship, but few can actually show you a structured plan for how it happens. In this episode, we explore the idea of a donor stewardship matrix. A simple but powerful framework that brings clarity, accountability, and consistency to donor relationships. Stewardship is no longer just about thank-you letters; it’s about creating intentional systems that deepen trust, improve retention, and ensure donors feel connected to the impact they make possible. A practical reminder that meaningful philanthropy often depends less on grand gestures and more on disciplined follow-through.

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Episode 273: Has Fundraising Work Really Changed much in 50 Years: A Question to be Answered

Technology has transformed how fundraisers research donors, track relationships, and manage data – but the core engine of philanthropy has not changed. Major gifts still emerge from trust, presence, and meaningful human conversations. Drawing on the early principles of fundraising pioneer Henry A. Rosso and insights from The Generosity Crisis by Nathan Chappell, this episode reminds us that real relationships (not automation) drive philanthropy. The tools may evolve, but the fundamentals of initiating contact, listening carefully, and patiently building trust remain the true path to transformational giving.

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Episode 266: Being the CPO, The Chief Political Officer: Moving Fundraising Forward Internally

The title “Chief Philanthropy Officer” doesn’t fully capture the real job, because much of the role is political, relational, and deeply strategic. CPO's navigate power dynamics, align competing priorities, translate donor realities, and build trust across the organization. Success isn’t about control or title; it’s about influence, diplomacy, and internal partnerships. When CPO's educate simply, make invisible work visible, invite leaders into the process, and stay calm under pressure, alignment follows. The result is stronger internal cohesion and better outcomes for donors.

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Episode 262: Nonprofit Predictions - Looking into 2026

It’s time once again for Randall’s highly anticipated yearly predictions. As many know, the nonprofit landscape in 2026 won’t be defined by doing more, it will be defined by doing different. As donor bases continue to shrink, a smaller group of donors will drive a larger share of giving, forcing organizations to rethink cultivation, stewardship, and board engagement. Donor-advised funds, non-cash gifts, and accelerated planned giving will reshape how generosity flows, while AI moves from novelty to necessity in forecasting and stewardship. In 2026, one thing is clear: waiting is no longer a strategy. The nonprofits that win in 2026 will be the ones planning now, with intention and courage.

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Episode 260: When to Start a Support Foundation: Rationale and Implications

Should a nonprofit create its own foundation? The answer is surprisingly simple and at the same time, relentlessly hard: will it raise more money? Foundations only make sense when organizational complexity, donor access, privacy, or governance limitations are actively holding philanthropy back. Done well, a foundation creates focus, opens doors, and frees leadership to pursue deeper donor relationships. Done poorly (or too early) it adds cost, confusion, and duplication without impact.

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Episode 255: One Time (micro) vs. Longitudinal (macro) Storytelling: Creating Connection Over time

One-time stories inspire emotion; longitudinal stories build transformation. The most successful fundraisers don’t just tell what happened, they connect the dots over time, showing progress, growth, and real impact. When donors see themselves within the story—woven into its chapters—they move from giving out of urgency to giving out of identity. Storytelling isn’t about communication; it is communication. And when done longitudinally, it becomes the foundation for trust, loyalty, and transformational giving.

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Episode 254: Annual Giving Troubles - Try Behavior Economic in Appeals

Annual giving programs across every sector are struggling—and the old tactics no longer work. To re-engage donors, fundraisers must borrow from behavioral economics: reduce friction, offer clear defaults, and frame choices that inspire action. Subtle “nudges,” simplified giving options, and immediate impact stories can transform inertia into generosity. In a noisy, overloaded world, the organizations that understand how people actually make giving decisions will be the ones that thrive.

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Episode 250: Understanding Millennials and Gen Z as Givers-Donors

Nonprofits must learn to meet Millennials and Gen Z where they live—online, mobile, and driven by values. These generations demand immediacy, authenticity, and easy digital giving experiences, from QR codes to Apple Pay to thank-yous turned in 24-hours. Their gifts may start small, but their potential as future major donors is enormous if organizations invest in them now. The future of philanthropy belongs to those willing to adapt, engage, and make giving effortless.

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Episode 244: Cultivating Generosity Over Time: The Best Gifts Don't Just Show Up

Transformational philanthropy doesn’t happen overnight—it’s the result of patience, humility, and deep trust built over years. Too often, organizations focus on immediate needs and campaign timelines instead of donors’ passions and timeframes. This story highlights how a client took the long view, nurturing a relationship with one of the rare 0.1% capable of extraordinary giving. By personalizing stewardship, showing appreciation, and listening with humility, they created space for generosity to grow naturally into something truly transformative.

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Episode 243: Why Obligatory Giving Stinks for Donors - How to Move Toward Passion Discussions

Too often, nonprofits treat donors as if they are obligated to give—out of duty, guilt, or long-standing expectation. This mindset not only diminishes donor joy but also undermines the potential for transformational gifts. True philanthropy is rooted in passion, where giving aligns with a donor’s values, identity, and sense of purpose. By shifting from obligation to passion, nonprofits can foster deeper loyalty, larger gifts, and lasting impact. At its core, philanthropy should be about self-determination and joy, not obligation and pressure.

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Episode 236: Crisis Fundraising - How to Best Raise Money During an Organizational Challenge

When crisis hits—whether it's a struggling department or the entire organization—your response defines your future. This episode explores how to talk about financial distress without sounding desperate, and how to frame fundraising efforts as strategic, not survivalist. The difference? Donors don’t want to save a sinking ship—they want to fuel a mission with momentum. If you can communicate change, trust, and a path forward, you’ll do more than survive—you’ll transform.

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Episode 234: How Philanthropy Offices and Leaders Can Appropriately Push an Organization Toward Needed Strategy

Right now, too many nonprofits are frozen in place—boards and CEOs so paralyzed by funding cuts and political chaos that they’ve stopped thinking strategically altogether. When organizations stall, donors lose confidence, talented development staff grow frustrated, and transformational gifts slip through the cracks. In this episode, we unpack four practical ways fundraising professionals can respectfully ‘manage up’—from reframing strategy as a leadership duty to enlisting donor voices and phasing in focused roadmaps. You’ll hear real-world examples of how anonymous donor feedback and targeted feasibility studies have reignited momentum and unlocked six- and seven-figure gifts. Tune in to discover how to break the paralysis and turn chaos into catalytic, strategic philanthropy.

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