10 Common Nonprofit Major Gift Asking Mistakes to Avoid

Ice Cream Cone SpillWhen you’re not aware you’re making a mistake, it’s hard to avoid it.

So let’s get curious. I’m going to ask you to close your eyes for a minute to imagine a donor you’ve been wanting to ask for a major gift. I’m going to ask you to visualize a space where you’re meeting. Put them in your office, their home, a café or even a Zoom screen. Choose what’s comfortable, and where you think you’d be most likely to meet with this donor within the next month or so.

Okay… do you have your donor and your meeting space in mind? Excellent!

Now, before closing your eyes, commit to visualizing these four things:

  1. You’re in the room together.
  2. You smile. They smile back.
  3. Someone else is in the room with both of you.  Imagine you brought them with you. Who are they, and how does it feel having them there to support you?
  4. Bolstered by the smiles and good company, what do you say to open the conversation?

Okay, are you ready to close your eyes? Even if this feels a little weird, why not give it a try?

EXERCISE: You can do this by yourself, but it works better if you do it in a pair. Find a co-worker, friend or family member to prompt you to close your eyes and take a few deep breaths. Notice if you’re holding tension anywhere in your body. Relax those areas (forehead; neck; shoulders; hands; belly; thighs; calves; feet)  Now have them ask you the following questions:

(1) Pick a donor to meet with.

(2) Pick your meeting space.

(3) Pick an additional person to support you in the room (e.g., program director; subject matter expert; volunteer; executive director; board member; other donor). Describe who they are, and how it feels having them there.

(4) Open the conversation. What are you saying to them? What are they saying back? What’s their body language? Are their eyes lighting up? Are they smiling? Leaning forward? Play this scenario out just a bit, until you get to a place of comfort or discomfort.

Then open your eyes.

What did that feel like?

What felt comfortable to you? Uncomfortable? Did it feel more comfortable and pleasant than you may have imagined?

Smiling people, committed to the same cause, hanging out in a comfortable space together…. from such a space can come many good things.  

  • What did you say to open the conversation?
  • How did that feel?
  • If it felt good, why?
  • If it didn’t feel good, why?

Take a few minutes to journal some answers to those questions. I guarantee this will help you shift the energy for the next time you move into this space – in real time – with a donor.

A Mistake is Just a Misjudgment

It’s not fatal; you can correct it. But first you have to recognize it happened!

Mistakes in major donor conversations generally arise when you don’t know enough about the donor, or vice-versa. That’s why there are two kinds of major donor visits:

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Do You Know How to Use AI for Your Nonprofit?

Three San Francisco Hearts: Blooming Heartree; Love of-Dahlieas; Seeds of PeaceHave you been struggling with whether – and how – to incorporate generative artificial intelligence (AI; ChatGPT) into your work? Or perhaps you’ve been worrying your job will soon be obsolete?

You’re not alone.

Honestly, the whole AI thing scares the you-know-what out of me on most days.  But, let’s consider the encouraging present rather than worry so much about the possibility of a bleak future (as in destruction of humanity?!).

You can’t control everything.

You can control some things. So, I thought I’d take a quick minute to send you some tips I’ve curated from others to help stimulate your thinking and planning for ways ChatGPT (Chat Generative Pre-trained Transformer) and other AI-driven chatbots have potential to free up your time and revolutionize how you communicate with donors.

You can ignore all of this if you choose. But, it won’t make it go away. Nor will it stop your peers from figuring out how to get a leg up through use of these new tools.  Remember, at first some of us were slow to adopt use of computers, the internet and social media (who, me?).

So let’s lead from curiosity, not fear.

I begin with

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