Claim OwnershipAround with Randall
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© All materials Copyright Hallett Philanthropy 2020
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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 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
289 Episodes
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In a world of overflowing inboxes and nonstop notifications, nonprofits risk becoming part of the noise. Tackle donor fatigue head-on. Most organizations don’t have a generosity problem. They have an attention and trust problem. With six practical tactics, Randall outlines how to audit communications, segment by motivation (not wealth), rebalance ask-to-impact ratios, create quiet periods, clarify priorities, and even let donors choose their preferences. The solution isn’t more creativity or more volume – it’s more discipline. Do less, do it better, and build relationships that last.
Faith-based giving and secular nonprofits aren’t opposites. They share a powerful common thread: values. Today, we explore how nonprofits can learn from faith-driven philanthropy without becoming religious organizations. The key is aligning with a donor’s core motivations (identity, legacy, duty, compassion) and designing language, stories, and discovery questions that tap into that deeper connection. When you move beyond transactions and speak to values, you unlock loyalty, retention, and transformational giving. Done well, this approach strengthens relationships today and opens the door to long-term legacy support tomorrow.
Peer-to-peer fundraising isn’t a magic fix for struggling nonprofits. It’s a strategy that requires discipline, clarity, and real support. In this episode, Randall breaks down what peer-to-peer fundraising is, where organizations overestimate its impact, and why it often underperforms. From building the right case to stewarding volunteers like donors, he outlines seven tactical steps that separate sustainable pipeline growth from volunteer fatigue. Done poorly, it creates frustration and distrust. Done well, it expands reach, deepens relationships, and strengthens long-term donor development.
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 of interim leaders (caretaker, stabilizer, and change agent) and explains what success actually looks like for both the interim and the team navigating the uncertainty. Whether you are the interim or reporting to one, this episode offers practical clarity when leadership feels temporary but the mission isn’t.
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 happened. The best gift officers know when to speak, when to listen, and when silence itself is the greatest form of respect. If we lead with compassion instead of urgency, relationships grow—and philanthropy follows naturally.
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.
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 the willingness to engage discomfort. The organizations that emerge stronger will be the ones that choose action.
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 you change the outcomes.
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 impact. The real opportunity isn’t about asking for money, it’s about helping donors make confident decisions in uncertain times. For nonprofits willing to lead with curiosity and care, this moment may define the next decade of transformational giving.
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.
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 concentrated, more strategic, and less forgiving of organizations without a plan.
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.
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 a powerhouse for stability, innovation, and generational impact. When we build wisely, we protect our mission, our donors, and the future we serve.
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 trusted conveners of multi-generational giving conversations. When done well, you don’t just secure a gift, you become part of a family’s story for decades.
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. When we shift from “what’s happening to me” to “how do I respond,” our relationships deepen, work sharpens, and our well-being expands. If you give yourself a few quiet moments this week to reflect, you may walk away clearer, calmer, and more connected.
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, salons become a fast track to trust, insight, and transformational philanthropy.
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.
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.
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 success.
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 protecting it starts with awareness, clarity, and steady leadership. Don’t wait for a storm—build your umbrella now.
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