Three Powerful Major Gift Questions You Might Not Be Asking

You already know the importance of asking strategic questions and listening to understand (rather than to respond or even worse not listen and only react). Having strategic conversations with your donors, helps you establish rapport, build trust, uncover essential information and share your mission and vision in an interactive and memorable manner. //

Asking questions isn’t hard, even personal and sensitive questions, if you are genuinely interested, frame your questions so your donor knows why you are asking, and then shut up and listen. //

We all have our tried and true questions.

We often start with rapport building questions that reveal family and business information. There are the passion questions and inquiries about motivations and giving interests. We probe for philanthropic priorities. I know you ask about philanthropic decision makers and process so you can engage the right people. These are all great areas of inquiry.

Some questions, however, are more powerful than others are. Certain types of questions can build trust faster and deepen the relationship more quickly.

Here are such five questions you may not be asking.

1. Generosity Questions.

  • Frame: “We are interested in the origins of generosity. How staff members, volunteers and donors think about it, teach it. How they learned to be generous.
  • Question: “May, I ask about your earliest memory of giving back?”
  • Follow-up Questions: “How has that experienced influenced you as an adult?” “How have you taught your children?” “How important was that experience to you?” “How does that experience influence your philanthropy and volunteering today?”
  • What these questions reveal: You’ll learn about the depth of the donor’s commitment to philanthropy. You’ll help your donor think more deeply about that commitment, tap into life-shaping memories that they are passing along to children and/or grandchildren. You are letting your donor talk about herself in a manner that will be productive for you and pleasing to her. It gives you an easy segue to the next set of powerful questions.

2. Values Questions.

  • Frame: “It sounds like (whatever you learned from the questions above). I learned generosity in a similar manner (or whatever is true for you).”
  • Question: “As you think about your philanthropy today, how would you describe the values that underpin your decisions?”
  • Follow-up Questions: “To what degree is that true for (the decision-makers)?” “Which of our organizational values do you find most relevant?” Alternatively, “What values do you believe people who work for organizations like ours (people who serve on the boards of organizations like ours) should demonstrate?”
  • Why values questions are so important: Research indicates that values play a critical part in major donor decision-making. Most want to give where there is values alignment. This line of questions helps you uncover the donor’s values but also gives you opportunities to share (or remind the donor of) the values for which your organization stands.

3. Impact Questions.

  • Frame: “We believe in reporting to our donors. We want everyone to understand the impact of their investments in (the people you serve, the cause you represent, or the societal problem you are solving).
  • Question: “What impact do you believe we are having in the community?” “How so?” What impact do you believe your philanthropy is having on the organizations in which you invest (on the societal problems you are trying to help solve) (on the people (causes) you help with your philanthropy?”
  • Why Impact questions are so powerful. People give to make a difference. You can tell them about the difference they are making and you should, you must, through your stewardship program. You can demonstrate it with stewardship experiences, connecting your donors directly to the impact of their inspired, joyful, generous investments. You should. You must. In addition, by asking these questions you reinforce that knowledge and BELIEF. “My gifts matter. I just said it aloud. It must be true.”

In order to get the most out of your strategic conversations, be sure to only speak 30% of the time and listen the other 70%. In addition, probe and unpack. People rarely give us full answers with one question. “How so?” “Can you say more about that?” “How did that feel?” “Why was that so important to you?”

If you would like a complete set of strategic questions tailored to your organization, contact us at or, for a generic set, visit our website

Related Articles


Your email address will not be published. Required fields are marked *