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.
Read MoreListen 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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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.
Read MoreShould 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.
Read MoreDonor 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.
Read MoreGetting in front of new prospects is harder than ever—but sitting back and waiting isn’t an option. This episode introduces a creative solution: gamifying the dreaded phone call. By turning outreach and even rejection into a points-based game, fundraisers can build camaraderie, reduce fear, and spark real momentum. From scoring voicemails to celebrating “rejection of the week,” this approach reframes calling from a chore into a challenge and makes progress fun again.
Read MoreDonor conversations aren’t always smooth - especially when political or social issues enter the mix. In this podcast, Randall Hallett unpacks how fundraisers can navigate divisive topics with civility, professionalism, and focus on shared values. He stresses the importance of staying agnostic, listening first, and reframing discussions around mission and impact rather than ideology. With practical communication strategies and a reminder that philanthropy is about hope and connection, Randall shows how to keep relationships strong, even when opinions differ.
Read MoreBuilding a strong donor portfolio isn’t magic. It’s math, persistence, and mindset. In this piece, we break down the real metrics behind qualification calls, revealing how many dials it takes to land conversations and turn those into meaningful meetings. It’s not just about picking up the phone, but about embracing follow-ups, leveraging multiple channels, and tracking every step. Success comes from resilience, consistency, and understanding that small wins compound into lasting donor relationships.
Read MoreWhen 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.
Read MoreRight 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.
Read MoreWhat is the concept of "choice architecture" in nonprofit fundraising? How can organizations better present options to donor and strike a balance between too much and too little information? Learn how to avoid common mistakes like the "Menu of Doom," false equivalency, and overselling, and discover practical strategies for curating meaningful giving opportunities that connect with donors' passions and the mission of your nonprofit. Join us for a thoughtful discussion on refining donor relationships and maximizing philanthropic impact.
Read MoreAre you staring at stalled proposals and wondering what to do next? This episode dives into the root causes of donor dormancy—like misaligned timing, a disconnect in perceived value, or inconsistent follow-up—and offers a framework to triage and reengage major gift prospects. Learn how to categorize your dormant proposals, prioritize them by impact, and take practical next steps based on the kind of interaction you last had. It’s time to stop waiting and start prompting. If your portfolio includes “zombie” proposals, this conversation offers the tactics to revive them.
Read MoreIn this week’s episode, we focus on the importance of endowing positions, particularly outside higher education, to create financial stability and attract top talent to nonprofits. Look at universities that have successfully endowed faculty chairs. How much could those endowments help nonprofits manage rising costs and ensure critical roles are funded? The goal is to help nonprofits adopt this model, enabling long-term sustainability and greater impact in their communities.
Read MoreBalancing personalization and automation in donor stewardship is a challenge every nonprofit faces. In this episode, Randall dives into the critical question of how to effectively engage donors at all levels—ensuring major donors feel valued while nurturing smaller donors with potential. He explores practical tactics for segmenting, automating, and personalizing stewardship efforts, from data-driven donor screening to leveraging volunteers for thank-you calls. The key takeaway? Thoughtful stewardship isn’t just about efficiency—it’s about strategically building relationships that elevate giving over time.
Read MoreRandall highlights the power of advisory groups in enhancing nonprofit outcomes and fostering community connections. These groups bring expertise, credibility, and fresh ideas while offering volunteers meaningful engagement. Success requires clear roles, listening to advice, and recognizing contributions. Done right, advisory groups can elevate both mission impact and community support.
Read MoreDuring challenging times, is your organization focused on strategy and long-term goals, or are you suffering from short-termism where you're constantly filling holes and trying to solve short-term problems? Listen to this podcast to learn Randall's thoughts on how you can ensure your organization is strategic even during challenging times.
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