Before the ask, one step remains. Asking for permission to ask. The request is to present a challenge. This is the proposal for support.298 Getting permission first is important. It puts the donor in control.299 It sets the stage for the ask.
The phrasing should present this as the next natural step in the conversation. For example,
“I’d like to work with a few others at [the charity] to put together some options that match what we’ve been discussing. I think you’ll be interested. I’d love to get your thoughts on what we come up with. Would you be open to that?”
“I’ve been thinking about our past conversation, and I want to share with you in person some gift opportunities that are right in sync with what we have been discussing. How does next Tuesday work for you to meet?”300 Or “Would you be open to that type of conversation?”301
“Can we sit down in a month so that I can present a formal proposal of support that aligns with your passions for the school and what we talked about today?”302
“I’d like to meet with you in the next week or so to continue our discussion on how you can make a real difference with the organization. I have a few ideas that I’d like to share with you in person.”303
Providing value
This phrasing emphasizes value. These value words include,
“Ideas”
“Gift opportunities”
“Investment opportunities”
“Conversation,” and
“Proposal.”
The request is to present a proposal. But these are meaningful, valuable options. This isn’t leading to just, “Can I have some money, please?” (That’s an experience people prefer to avoid.)304 Sharing personalized, thoughtful, detailed opportunities is different. It can provide real value.
In the donor’s hero story, the proposal is the “call to adventure.” This “monomyth” proposal will
Review connections with the donor’s identity (people, history, and values)
Make a giving challenge that promises a visualizable victory, and
Demonstrate how this victory will deliver meaning and honor.
This proposal is valuable. It presents a compelling option. It promises a meaningful victory. It advances the hero’s journey. Completing the hero’s journey delivers an enhanced identity. It delivers meaning and honor.
Using “value” words for the proposal isn’t just a trick. It can match the donor’s actual experience. It can match the donor’s story.
The power of delay
Asking for permission to ask does something else. It creates a scheduled delay. This delay accomplishes several things.
First, it allows more time for donors to think. The identity and meaningful victory questions are deep issues. More time can help. Larger financial decisions aren’t just instant impulse choices. They can require more thought. More time can help.
In one experiment, people were asked to make either a small (<$1) or large ($100) donation.305 Some were asked to first reflect on the decision during a 60-second delay. (Others could answer right away.) Adding the delay had no effect on the small gift decision. But it more than doubled willingness to make the large gift. Adding time for contemplation was critical for larger gift decisions.
Another experiment showed this in a different way. Donation options were $5, $100, and an open-ended blank. Some had to respond quickly. Others had to reflect during a 60-second delay. The delay had no effect on the likelihood of giving. But it dramatically increased the share of people who made larger gifts.306 Adding time for contemplation was critical for larger gift decisions.
A delay accomplishes something else. It separates the conversational questions from the ask. The financial request doesn’t come right away. This preserves the social context of the initial conversations.
Finally, a delay can increase perceived value. Options that take time and effort to construct feel more valuable.
Scheduled delay
Introducing a delay can be powerful. But we don’t want to just indefinitely postpone a decision. We want to schedule it. Time is still critical. Deadlines are still motivational. For example,
“We’ve already received financial commitments from 100% of the board. But before launching our public campaign in three months, we need to work with our leading supporters like you. Your decision will be critical in convincing others to join the campaign after we go public.”
“I’d like to share some ideas that you could consider before the end of the tax year.”
The power of the preliminary “yes”
Asking for permission with a delay triggers another behavioral reaction. People tend to predict they will help. This prediction is higher than the actual help they would have given if asked immediately. This is no surprise. A prediction doesn’t cost anything. And we all like to view ourselves positively.307
But here’s where it gets weird. Once people make this prediction, they then change their future behavior to match their prediction. Getting people to first predict their actions increases helping. This happens in experiments with
Blood donations308
Volunteering309
Voting310
Recycling,311 and
Buying environmentally friendly products.312
This also happens in fundraising. It helps explain the power of feasibility studies. These ask people to predict their future giving. The initial prediction is not a commitment. It doesn’t cost anything. It’s just a conversation to help with planning. But the future prediction can then influence actual giving.
In one experiment,313 some university alumni were called and asked questions, including
“If you were contacted by your high school or college and asked to donate money, would you do so?”
Others were asked only unrelated questions or no questions at all. A few days later, the university’s fundraising phone campaign contacted everyone. Among those who were not asked to predict their giving, less than a third gave. Among those who were asked for a prediction, half gave. And, on average, they donated 70% more than those who weren’t asked for a prediction.
Getting permission to make the ask does the same thing. It makes the donor consider what they might do in the future. They consider this prior to an actual commitment. When they’re later asked to actually give, the gift becomes more likely. And it becomes larger.
Major gifts require time
We don’t have to ask for permission. We could just ask for the gift. If the request is minor, there’s no need to wait. People will make these small “social compliance” gifts if asked. But they also tend to avoid these requests.314 The donor might disappear. If we’re asking small, we should do it now. We might not get another chance!
But that’s not how major gifts work. Major gifts are not an impulse purchase.315 Major gifts require thought. They require planning. They require time. One fundraiser shares,
“If someone doesn’t need to stop and think, it’s not REALLY a major gift.”316
Jerold Panas adds,
“The chances are almost certain you won’t receive a meaningful answer or a consequential gift on the first visit. If you do, odds are you could have gotten more!”317
Naomi Levine shares,
“The quicker you ask, the less money you will receive.”318
How long is the process for a major gift? Experienced fundraisers typically say about one to three years.319 This will include four to six meetings or “moves.”
Time for story
But just waiting for time to pass won’t lead to a major gift. Meetings and donor experiences can help. But they must advance the story. These “moves” must lead to a compelling fundraising challenge.
They can connect the organization, cause, or project with the donor’s history, people, or values. They can demonstrate the organization’s ability to deliver impact, meaning, and recognition. They can support the full donor-hero story process.

Fundraisers often describe the process in terms of building “trust” or “relationship.”320 A compelling challenge does require trust. Many organizations promise a victory. But few actually deliver that experience to the donor. Fewer still deliver a donor experience that enhances meaning or reputation.
A guiding sage can help in the donor’s journey. But there is always a risk that the guide is a counterfeit. She may abandon the donor before the hero’s journey is complete. She may simply be a jester who quits at the punchline. Relationship can increase trust against such donor abandonment.
Next step
Trust, relationship, and permission are valuable. But these alone won’t create a major gift. They simply support the “ask.”
In a narrative arc, the ask is the “inciting incident.” In the hero’s journey, it’s the “call to adventure.” This is the critical story point where the main character must choose. It’s the point in the donor’s hero story that we’ll look at next.