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The Impossible Equation of Philanthropy and Learning to Fill Mission Gaps with Nadine Gabai-Botero

Imagine you’re running a nonprofit. You’ve got a mission that matters, a staff that believes in it, and a community that depends on you. And then, without warning, a key piece of funding evaporates. Not because of anything you did—or didn’t do—but because the world shifted, policy changed, or a budget line disappeared in Washington. The grant is gone, the plan is upended, and suddenly the future isn’t just uncertain—it’s fragile.

This week, Carrie welcomes back strategist and fundraising expert Nadine Gabai-Botero to sit with the discomfort of our shared reality. Together, they offer a framework, a way to think, respond, and lead in a moment where so many nonprofit leaders are quietly asking themselves: How do I move forward when I can barely hold ground?

Nadine shares stories from the field, insights from decades of advising nonprofit leaders, and practical tools for reframing your fundraising case—not just to reflect the urgency of the moment, but to invite donors in as collaborators. From building “resilience funds” to quietly rethinking the purpose of your gala, to using technology to remove friction from giving, Nadine offers a way forward that is both pragmatic and deeply humane.

Along the way, they challenge the idea that scarcity must lead to silence. They talk about the courage to be transparent when things aren’t perfect, about engaging lapsed donors as latent allies, and about why resilience isn’t just a buzzword—it’s a posture, a practice, and a way of holding steady in the storm.

Somewhere between budget cuts and hopeful pledges, between the noise of a turbulent news cycle and the stillness of a personal letter from a nonprofit director who’s never asked before, this episode becomes what so many leaders are craving: a companion in asking the hardest questions.

In the end, this is a conversation about values, vulnerability, and the belief that missions—when stewarded with clarity and courage—do more than survive hard times. They rise to meet them.

Links & Notes

This season, we are taking you on a journey to meet ten people influencing and shaping how we communicate at scale for social change. From advertising executives to coalition directors, news editors, campaign managers, and authors, they’re all people who are shaping and challenging the deep power of communication. If you’re working to become a more inclusive and thoughtful communicator, there’s nothing holding you back—except you.
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