Tailwinds: Ideas Fueling Nonprofit Innovators and Social Entrepreneurs
Tailwinds is a project that brings momentum to the leaders tackling the world’s most impossible problems.
Created by Flying Whale Strategies, the show delivers ideas, insight, and energy to the people doing work that often feels impossible.
Each episode features brass tacks strategy that can be implemented tomorrow. Hillary Frances interviews social sector leaders who are in the messy middle of building their organizations. And since we are talking about bold solutions to intractable problems, she also brings in insight from the for-profit world.
Podcasting since 2025 • 8 episodes
Tailwinds: Ideas Fueling Nonprofit Innovators and Social Entrepreneurs
Latest Episodes
Am I ready for Big Bet Philanthropy?
Big bet philanthropists don’t fund “best practices.” They fund breakthroughs.In this episode, Hillary challenges the idea that multimillion-dollar philanthropy is unpredictable or out of reach. She argues that big bet funders behave less...
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Season 1
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Episode 7
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38:32
How to know when you're ready for your next fundraising strategy
Hillary breaks down why the next 5–8 years will require nonprofits to make sharper, more disciplined decisions about their revenue streams. We walk through the five major philanthropic strategies—major gifts, annual giving, grants, events, and ...
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Season 1
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Episode 6
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44:19
Designing annual reports that people read
Annual reports have become one of the most expensive—and least read—projects nonprofits produce.They’re often treated like a compliance task: dense, polite, exhaustive, and forgettable.In this episode we ask a different question: What if...
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Season 1
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Episode 5
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39:05
The problem you name is the solution you build
Nonprofits tackle big problems — but often without naming the root cause that actually drives their work. In this episode, Hillary Frances breaks down how clarifying your problem statement can transform your strategy, sharpen your identity, and...
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Season 1
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Episode 4
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40:10
Building a data collection plan we don't dread
Description: Data collection inside nonprofits has become a dreaded chore.In this episode, Hillary explores how nonprofit leaders can shift data collection from a burdensome, compliance-driven exercise into a lean, human-centered ...
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Season 1
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Episode 3
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46:14