Ep. 175: Fear & Fundraising: How to Make Major Gift Asks That Don’t Scare You with Nathan Ruby

EPISODE 175

Fear & Fundraising: How to Make Major Gift Asks That Don’t Scare You with Nathan Ruby

 

About the Episode:

Major gift fundraising is where many nonprofit leaders freeze, but not because they lack passion or skill. The fear lives in the body, the brain, and the stories we tell ourselves long before we walk into the room.

In this episode, I’m joined by Nathan Ruby, Executive Director of FOTCOH (Friends of the Children of Haiti), one of the rare EDs who has raised millions of dollars from individual donors, not foundations. Nathan brings 20+ years of experience in major gifts, donor psychology, cross-cultural fundraising, and what it actually takes to have confident, courageous donor conversations. Together, we discuss the neuroscience behind fear and rejection, how imposter syndrome shows up during big asks, why culturally we struggle to talk about money, and why donors actually want us to be honest and direct. If you struggle with fear, freezing, or overthinking around major gift asks, this conversation will change how you fundraise forever.

Topics:

  • Why major gift fear is not a personality flaw,  it’s neuroscience

  • How to reframe donor conversations by focusing on the people you serve

  • Why donors are used to talking about money (and why you don't need to be scared)

  • The science behind rejection and why “no” activates the same regions as physical pain

  • Nathan’s background in sales and how it shaped his fearless fundraising mindset

  • How to use donor questions to inform the right ask amount

  • Why genuine honesty is more magnetic than a perfect pitch

  • Why your donors want you to win and how to invite them into partnership



It’s not your stories—it’s how you’re telling them. If your amazing work isn’t getting the attention (and donations) it deserves, it’s time for a messaging shift. The Brave Fundraiser’s Guide guide gives you 10 done-for-you donor prompts to make your message impossible to ignore. Get it for free here! https://christinaedwards.krtra.com/t/xKuLs6tOiPZa


Christina’s Favorite Takeaways:

  • “Social rejection activates the same regions of the brain as physical pain.” Nathan

  • “If you close a cold call sale, you feel like you can do anything, and you also feel like you can get through the rejection loop a lot faster.” Christina 

  • “70% of professionals experience imposter feelings.” The Journal of Behavioral Science

  • “When you're face-to-face with donors, the more passion you have, the more excitement you have that comes out to donors; it feels magnetic.” Nathan

  • “It's not about you, it's about the people you serve.” Nathan

  • “When it comes to the taboo of talking about money, you just have to get over it. So you've to put your glasses on the lens of your donor and how they view money, not how you view money.” Nathan

  • “Your donor wants you to win. If they weren't interested in your organization and what you do, you wouldn't be sitting down with them.” Nathan

  • “The traditional major gift process is identification, qualification, cultivation, ask, and stewardship.” Nathan

  • “If you call your donor, they see your name pop up on their phone and they answer it - that's a relationship.” Nathan

  • “If you have a strong relationship with your donor, it is that you can mess up the ask, you could fumble, you could say it all the words backwards, and it will not make any difference.” Nathan

The only bad ask is the one that you don’t make.
— Nathan Ruby

ABOUT Nathan:

As Executive Director of FOTCOH, Nathan is responsible for overseeing the organization’s work to bring hope and healthcare to more than 15,000 Haitians annually. He leads and supports the staff and volunteers to provide the best possible medical care and health education to the people FOTCOH serves. Nathan brings to his role more than twenty years of experience in leadership and fundraising with both domestic and international nonprofits. Throughout his career, Nathan has felt drawn toward health and nutrition-related organizations and has worked extensively in Sub-Saharan Africa and Latin America. He’s been actively involved with projects in Haiti since 2002. His favorite part of his job is getting to know FOTCOH’s donors and providing them with opportunities to live out their passion and purpose. Outside of work, Nathan enjoys spending time with his wife Missy, who works as a special education preschool teacher, and their three grown children.

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