4 Asking Tips for Fundraisers Who Struggle With Asking

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“My ears are tired,” said my colleague after we hosted a get acquainted luncheon. The person we met with, Cheryl, did 90% of the talking. While I learned a lot, and was interested to know what Cheryl was doing within her company, the conversation was so one-sided that I didn’t have a chance to give my perspective or talk about what I do.
How often do we make that same mistake with donors? We meet with a prospect who has given us the precious gift of their time, and we blow it all by talking about ourselves and our organization. We think we must ‘convince’ a prospect of the worthiness of our mission. We feel obligated to explain our programs in detail for fear they just won’t ‘get it’. We’re nervous and want to make a big impression.
I’ve been in the ‘Asking’ business for decades now and here are some tips I’ve learned along the way. They’ll help you have better conversations and make better asks in every situation—from requesting a large gift, to recruiting board members, to other high-stakes requests.
Tip #1: Prepare purposefully
Careful planning precedes every productive prospect meeting. As I like to tell clients, “The results are rarely better than the plan.” Determine the purpose for your meeting and you’ll be ready to formulate just the right questions you want answered in that conversation. Follow these 7 rules for asking purposeful questions:
Tip #2: Listen actively
Listening is the MOST IMPORTANT part of asking. Once you’ve prepared and then asked your purposeful questions, you must actively listen to the responses. Consider these 8 steps to better ‘hearing’:
Tip #3 Ask strategically
Great communicators know the difference between ‘closed’ and ‘open’ questions. And fundraisers must master the communication business! While occasionally there is a place for closed questions, ask open-ended questions in your cultivation calls. Asking open-ended questions takes some practice. Use your pre-call planning time to practice these questions aloud so you become comfortable voicing them.
My 7 favorite cultivation questions can be adapted to fit any conversation:
Tip #4 Respond sincerely
Once you begin having cultivation conversations, you will naturally need to respond to your prospects’ questions too. You may be responding to a direct question, a criticism, or a request for more information. In any case, always respond in ways that foster further communication. Reply with certainty, clarity, accuracy and kindness:
Properly conducted prospect conversations are satisfying and rewarding for both parties. You have the opportunity to educate others about the great work you do. Donors have their questions answered while becoming more deeply engaged with your mission.
How do we define success in fundraising?
“Helping donors make well informed decisions.”
Follow these tips and you’ll enjoy genuine success—every time.
As part of Bloomerang’s Content Donation Program, $100 was donated to the Bartlesville Symphony Orchestra.
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