Episode 60: How Do I Master Difficult Conversations?
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Ever promise a donor something you can't deliver? Had a board member storm out of a meeting?
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Ever promise a donor something you can't deliver? Had a board member storm out of a meeting?
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A 78-year-old woman walks into your office and says she wants to put your organization in her will. Your heart races—then panic sets in because you have absolutely no idea what to tell her.
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You're doing great at attracting new donors, but here's the brutal truth: most nonprofits lose 70% of first-time donors who never give a second gift. If this sounds familiar, you're literally watching potential lifelong supporters slip through your fingers—and missing out on massive revenue.
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If you're an executive director who's been juggling fundraising with everything else and your board is pushing you to hire your first development director, this episode is exactly what you need. Host Jeremy Reis tackles the biggest fears and questions around this critical hire: What should you look for in candidates?
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Starting fundraising from scratch? Overwhelmed by all the advice telling you to do everything at once?
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Nonprofit development teams are overwhelmed with time-consuming manual tasks. While one team spends days on prospect research and weeks writing grants, AI-enabled organizations are accomplishing the same work in hours or minutes, identifying more prospects and creating personalized outreach at unprecedented scale.
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Nonprofit leaders often find themselves working 60+ hour weeks, constantly reactive to urgent demands, and struggling to balance operational fires with strategic priorities.
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Tired of peer-to-peer campaigns that barely break even? Most nonprofits launch peer-to-peer fundraising with high hopes, only to watch 80% of participants raise less than $100 while a few superstars carry the entire campaign.
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Most nonprofits send donor communications that feel like organizational newsletters - updates about programs, staff changes, and general "what we've been up to" content.
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