Around with Randall

Around with Randall

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 immediately to make their non-profit, and their job activities, more effective. Email Randall with a topic for a show: podcast@hallettphilanthropy.com Email Randall with a thought regarding specific a show: reeks@hallettphilanthropy.com

Episodes

February 10, 2026 31 mins
Interim leadership is no longer the exception in nonprofits, it’s becoming the norm. As executive tenures shrink and pressure mounts, organizations increasingly rely on interim CEOs, CDOs, and senior leaders to stabilize, reset, or prepare for what’s next. But interims don’t just affect the C-suite; they reshape staff behavior, donor confidence, and organizational momentum. In this episode, Randall breaks down the three true roles ...
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When donors experience loss, the instinct to “do something” can quietly turn into pressure—yet the most meaningful work in these moments has nothing to do with closing a gift. Gratitude after loss is not transactional; it is deeply emotional, relational, and rooted in honoring experience, memory, and connection. Whether in healthcare, education, or social service, people give because of how they were treated, not simply what happen...
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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...
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Adversity isn’t a pause for nonprofits - it’s a pivot point. As we head into 2026, organizations facing leadership turnover, donor fatigue, staffing gaps, and revenue volatility must decide whether to act, watch, or wonder what happened. This episode reframes adversity as a moment for honest assessment, disciplined focus, and intentional adjustment. Progress doesn’t come from busyness or optimism—it comes from clarity, choices, and...
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Planned giving won’t grow if we keep rewarding gift officers as if it doesn’t exist. When incentives focus only on cash and pledges, we unintentionally steer MGO’s away from the very conversations that unlock transformational wealth. This episode tackles the internal challenge head-on: how nonprofits can count planned gifts (without violating accounting rules) in ways that motivate the right behaviors. Change the incentives, and yo...
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Uncertainty has become the backdrop of modern philanthropy. Volatile markets, shifting interest rates, political noise, and a massive transfer of wealth all colliding at once. In moments like these, donors aren’t pulling away from generosity; they’re searching for it. Clarity, flexibility, and reassurance. Planned and estate giving offers exactly that: options to solve real concerns while aligning deeply held values with long-term ...
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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 givi...
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Looking back on 2025, the real story isn’t which predictions landed, it’s what they exposed about modern philanthropy. Strong markets and record giving mean a deeper shift: fewer donors, rising inequality, and growing dependence on a shrinking pool of major and mega givers. Donor-advised funds surged, AI gained traction, and consolidation quietly accelerated. The year proved philanthropy isn’t failing—but it is becoming more concen...
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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) i...
Mark as Played
Endowments are the engine that keeps nonprofits strong—not just today, but decades from now. Yet, the fine print matters: overly restrictive funds can choke impact, while flexible quasi-endowments help organizations adapt as needs and missions evolve. The key is striking a balance between donor intent and long-term usefulness. Smart documentation, thoughtful donor conversations, and mission-aligned flexibility turn endowments into ...
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The greatest opportunity in philanthropy today isn’t just the transfer of wealth, it’s the transfer of values across generations. With trillions set to move from silent, high-capacity families into foundations and DAFs, nonprofits must build relationships that go far beyond the matriarch and patriarch. The organizations that thrive will be the ones mapping families, engaging heirs early, personalizing communication, and becoming tr...
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Gratitude isn’t just a warm feeling, it’s a physiological, psychological, and relational reaction that reshapes how we live and lead. Research proves that it lowers stress, improves heart health, helps with sleep, and strengthens resilience. Yet, we rarely slow down long enough to notice its impact. Thanksgiving gives us permission to pause, but the real transformation comes when we choose gratitude intentionally, not seasonally. W...
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Donor salons are small, intimate gatherings designed to deepen relationships without asking for money. If you focus on conversation, curiosity, and shared values, you spark authentic engagement that leads to stronger long-term giving. These experiences feel exclusive, personal, and meaningful, more powerful than email, phone calls, or large fundraising events. When executed with purpose, thoughtful hosting, and timely follow-up, sa...
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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 longitudinal...
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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 actu...
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Great boards don’t just meet—they measure. When boards track their own performance, they shift from opinion-driven debate to data-informed decisions. Transparent metrics build trust, align strategy, and keep every member accountable to the mission. Start small, stay consistent, and let dashboards reveal where progress is thriving—and where course correction is needed. The result? A more engaged, effective board that owns its succes...
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In today’s digital world, one false post can damage a nonprofit’s reputation faster than any press release can repair it. False information spreads up to six times faster than truth—and small organizations often lack the resources to respond effectively. The key is preparation: monitor social platforms, respond calmly and transparently, and have a crisis protocol ready before misinformation strikes. Rebuilding trust takes time, but...
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Nonprofits often face a silent crisis: they can’t fund the very infrastructure that keeps their mission alive. While donors love to support visible programs, few realize that unrestricted gifts – the ones that cover salaries, compliance, and basic operations – are what make real impact possible. When organizations underfund their “overhead,” they enter a starvation cycle that weakens long-term sustainability. By reframing unrestric...
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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...
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Nonprofits can’t afford to ignore mental wellness. Stretching employees too thin leads to burnout, turnover, and lost donor trust—costs that ripple across mission, fundraising, and community impact. Leaders who invest in staff well-being not only do the right thing but also protect retention, efficiency, and donor relationships. From normalizing mental health conversations to flexible workspaces and empathetic leadership, the path ...
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